ライフサイエンスコーパス: bicyclo

1 The nature of the bicyclo[1.1.0]but-2-ylcarbinyl cations has been probed b

2 utilized various substituted derivatives of bicyclo[1.1.0]but-2-ylcarbinyl sulfonates as substrates.

3 A synthesis for the unsubstituted bicyclo[1.1.0]but-2-ylmethanols (endo- and exo-9) from 1

4 ate group with complete retention of the exo-bicyclo[1.1.0]but-2-ylmethyl skeleton.

5 Under the same conditions, 2b with PhLi gave bicyclo[1.1.0]butane 11b accompanied by bromophenyl deri

6 ith MeLi underwent a smooth rearrangement to bicyclo[1.1.0]butane 11b at -78, -10, or +35 degrees C.

7 Degenerate ring inversion in bicyclo[1.1.0]butane and eight of its fluorinated deriva

8 ne derivatives than for the formation of the bicyclo[1.1.0]butanes 11.

9 t as 9R,10R-epoxy-11trans-C18.1 containing a bicyclo[1.1.0]butyl ring on carbons 13-16, and the minor

10 rse of the cycloisomerization of N-allylated bicyclo[1.1.0]butylalkylamines.

11 molecule, 1,4-bis(3-((trimethylsilyl)ethynyl)bicyclo[1.1.1]pent-1-yl)buta-1,3-diyne, whose bicyclopen

12 s of the precursors affording a heteroatomic bicyclo[1.1.1]pentan-2-one analogue ([P(CO)Si3(Tip)4](-)

13 nts indicate the intrinsic advantages of the bicyclo[1.1.1]pentane moiety over conventional phenyl ri

14 secretase inhibitor 1 (BMS-708,163) with the bicyclo[1.1.1]pentane motif led to the discovery of comp

15 ing to unusual strained bioisosteres such as bicyclo[1.1.1]pentane, azetidine, and cyclobutane to mod

16 imental values along with G3 predictions for bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[3.1

17 icyclo[2.2.0]hexane, and bicyclo[2.1.0]- and bicyclo[1.1.1]pentane, thereby presenting challenging st

18 fficulty of introducing substituents such as bicyclo[1.1.1]pentanes, azetidines, or cyclobutanes ofte

19 .2]octane and [(3)H] 3,3-bis-trifluoromethyl-bicyclo[2,2,1]heptane-2,2-dicarbonitrile was dramaticall

20 ons, e.g., cubane, bicyclo[2.2.0]hexane, and bicyclo[2.1.0]- and bicyclo[1.1.1]pentane, thereby prese

21 m "housane" refers to molecules possessing a bicyclo[2.1.0]pentane core.

22 erformed on ring inversion in this and other bicyclo[2.1.0]pentanes.

23 aquatolide from a bicyclo[2.2.0]hexane to a bicyclo[2.1.1]hexane structure using compelling NMR data

24 th G3 predictions for bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[3.1.1]heptane, and bicyclo

25 It adopts a bicyclo[2.1.1]hexene structure in which a hafnocene grou

26 r precursors having bicyclo[2.2.1]heptyl and bicyclo[2.1.1]hexyl skeletons, respectively.

27 the dimerization of the remarkably strained bicyclo[2.2.0]hex(1,4)ene was studied.

28 s sets have been performed to understand why bicyclo[2.2.0]hex-1(4)-ene (1a) undergoes dimerization w

29 cture of the sesquiterpene aquatolide from a bicyclo[2.2.0]hexane to a bicyclo[2.1.1]hexane structure

30 lectron density distributions, e.g., cubane, bicyclo[2.2.0]hexane, and bicyclo[2.1.0]- and bicyclo[1.

31 g pharmaceuticals, ranging in structure from bicyclo[2.2.1] through to adamantane, including some in

32 ing a range of 2-diazo-3,6-diketoesters with bicyclo[2.2.1]alkenes and styrenes as reaction partners.

33 These compounds, based on the bicyclo[2.2.1]core system, expand the structural diversi

34 (nor)4 (M=Fe, Co, Ni) and Ni(nor)3 Br (nor=1-bicyclo[2.2.1]hept-1-yl) and their homolytic fragmentati

35 e/pyridone type ligand and the use of methyl bicyclo[2.2.1]hept-2-ene-2-carboxylate as the mediator a

36 nylation using a modified norbornene (methyl bicyclo[2.2.1]hept-2-ene-2-carboxylate) as a transient m

37 treatment of the hydrocarbon substrate spiro[bicyclo[2.2.1]hept-2-ene-7,1'-cyclopropane] with Pt(II)

38 e analogous exo-2-phenyl-endo-3-deutero-endo-bicyclo[2.2.1]hept-2-yl trifluoroacetate gives an elimin

39 of spiro[6-methyl-1,4-dioxane-2,5-dione-3,2'-bicyclo[2.2.1]hept[5]ene] into poly(1,5-cyclooctadiene)

40 re spiro[6-methyl-1,4-dioxane-2,5-dione-3,2'-bicyclo[2.2.1]hept[5]ene] via an exoselective and diaste

41 -Cl and [PhBP(iPr)3]Fe-2,3:5,6-dibenzo-7-aza bicyclo[2.2.1]hepta-2,5-diene (dbabh).

42 nadiene (B), cycloheptene (A'):dimethylspiro[bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate-7,1'-cyc

43 eading to the discovery of (S)-2-((1S,2S,4R)-bicyclo[2.2.1]heptan-2-ylamino)-5-isopropyl-5-methylthia

44 ]fluoro-2,3'-bipyridin-5'-yl)-7-methyl-7-aza-bicyclo[2.2.1]heptane ((18)F-AZAN), a novel radiotracer

45 The formation of pure 1,8-trans-bicyclo[2.2.1]heptane 9 from 8 suggests that the boat-li

46 +/- 1.7, and 102.4 +/- 1.9 kcal mol(-1) for bicyclo[2.2.1]heptane, bicyclo[2.2.2]octane, and adamant

47 able diastereospecific synthesis of isomeric bicyclo[2.2.1]heptane-7- and -8-oximes and their corresp

48 in contrast to ROM-RCM of the corresponding bicyclo[2.2.1]heptene analogues, which as expected produ

49 y due to the inherent ring strain in the aza-bicyclo[2.2.1]heptene ring system of aza-norbornene 1.

50 oduced directly from their precursors having bicyclo[2.2.1]heptyl and bicyclo[2.1.1]hexyl skeletons,

51 -Methylbicyclo[3.1.0]hex-6-yl triflate (23), bicyclo[2.2.1hept-1-yl triflate (24), 1,6-methano[10]ann

52 ce was developed for the construction of the bicyclo[2.2.2] framework that is characteristic of the h

53 ved dienophiles provides rapid access to the bicyclo[2.2.2]diazaoctane core shared among several pren

54 des produced by Aspergillus spp. bearing the bicyclo[2.2.2]diazaoctane core structure with unusual st

55 produced indole alkaloids containing an anti-bicyclo[2.2.2]diazaoctane core, whereas A. protuberus an

56 5-hydroxypyrazin-2(1H)-one to construct the bicyclo[2.2.2]diazaoctane core, which has also been prop

57 natural products containing a characteristic bicyclo[2.2.2]diazaoctane core.

58 and A. amoenus produced congeners with a syn-bicyclo[2.2.2]diazaoctane core.

59 n of a prenyl or reverse-prenyl group into a bicyclo[2.2.2]diazaoctane framework, a chromene unit or

60 y and are characterized by the presence of a bicyclo[2.2.2]diazaoctane fused to a spirooxindole.

61 vided for construction of the characteristic bicyclo[2.2.2]diazaoctane ring system common to these al

62 renylated indole alkaloids containing a core bicyclo[2.2.2]diazaoctane ring system.

63 rinalin B and citrinalin C (which contains a bicyclo[2.2.2]diazaoctane structural unit) through carbo

64 The convergent synthesis of bicyclo[2.2.2]diazaoctane structures using an intermolec

65 g studies, support the existence of a common bicyclo[2.2.2]diazaoctane-containing biogenetic precurso

66 rod-like molecule bis((4-(4-pyridyl)ethynyl)bicyclo[2.2.2]oct-1-yl)buta-1,3-diyne, 1, contains two 1

67 C, bicyclo[4.2.0]oct-2-ene (1) isomerizes to bicyclo[2.2.2]oct-2-ene (2) via a formal [1,3] sigmatrop

68 is much faster than [1,3] shifts leading to bicyclo[2.2.2]oct-2-ene, and the ratio of rate constants

69 N-(R)-1-Aza-bicyclo[2.2.2]oct-3-yl-4-(11)C-methylsulfanyl-benzamide

70 N-(R)-1-Aza-bicyclo[2.2.2]oct-3-yl-4-(125)I-iodo-benzamide 3 was syn

71 addition, the absolute configurations of the bicyclo[2.2.2]oct-5-en-2-one core obtained from the per-

72 scalable synthesis of enantiomerically pure bicyclo[2.2.2]octadiene (bod*) ligands relying on an org

73 ocycloaddition step, which gives access to a bicyclo[2.2.2]octadiene scaffold with two points that al

74 Bicyclo[2.2.2]octadiene-type products and benzoxepine ac

75 , the (R)-isomer of 7,8-dihydro-8-ethyl-2-(4-bicyclo[2.2.2]octan-1-ol)-4-propyl-1H-imidazo[2,1 -i]pur

76 solids with a common 1,4-bis(carboxyethynyl)bicyclo[2.2.2]octane (BABCO) functional rotor.

77 enylene bridges and by the sigma-system of a bicyclo[2.2.2]octane (BCO) bridge are presented and disc

78 a-1,3-diyne, 1, contains two 1,4-bis(ethynyl)bicyclo[2.2.2]octane (BCO) chiral rotators linked by a d

79 The ambient temperature rotation of the bicyclo[2.2.2]octane (BCO) group in BODCA-MOF constitute

80 gh symmetry order and relatively cylindrical bicyclo[2.2.2]octane (BCO) rotator linked to mestranol f

81 Cubane (C(8)H(8), O(h)()) and bicyclo[2.2.2]octane (C(8)H(14), D(3)(h)()) minima are l

82 e linkages to the bridgehead carbon atoms of bicyclo[2.2.2]octane and all three benzo-annulated bicyc

83 cycloaddition to afford gamma',delta-bonded bicyclo[2.2.2]octane carbaldehydes 8.

84 addition reactions, providing functionalized bicyclo[2.2.2]octane compounds and gamma'-addition produ

85 y designed series of compounds is based on a bicyclo[2.2.2]octane core, which is similar in size and

86 c framework (MOF) built with a high-symmetry bicyclo[2.2.2]octane dicarboxylate linker in a Zn4O cubi

87 We solved this challenge with 1,4-bicyclo[2.2.2]octane dicarboxylic acid (BODCA)-MOF, a me

88 The sigma-system of bicyclo[2.2.2]octane provides a scaffold having nearly c

89 ysis makes it possible to establish that the bicyclo[2.2.2]octane skeleton present in the lactone-lac

90 Due to the bicyclo[2.2.2]octane skeleton, the steric environment ar

91 1.9 kcal mol(-1) for bicyclo[2.2.1]heptane, bicyclo[2.2.2]octane, and adamantane, respectively, were

92 1S,2R,4S)-N-isoquinolin-3-yl)-4'H-4-azaspiro[bicyclo[2.2.2]octane-2,5'oxazol]-2' -amine (BMS-902483),

93 ynthetic route for the preparation of chiral bicyclo[2.2.2]octane-2,5-dione, the precursor of useful

94 CIMB 9784, catalyzes the desymmetrization of bicyclo[2.2.2]octane-2,6-dione to yield [(S)-3-oxocycloh

95 allized with the bicyclic diketone substrate bicyclo[2.2.2]octane-2,6-dione was found the product of

96 also been explored, which provide access to bicyclo[2.2.2]octanes through a novel mechanistic pathwa

97 oach to enantioenriched isoquinuclidines and bicyclo[2.2.2]octanes via a p-dodecylphenylsulfonamide-m

98 o[2.2.2]octane and all three benzo-annulated bicyclo[2.2.2]octanes.

99 e elusive ROM product prepared from the same bicyclo[2.2.2]octene analogue by a nonmetathetic route.

100 ids C and D featuring the formation of their bicyclo[2.2.2]octene cores in a single step from simple

101 hesis-ring-closing metathesis (ROM-RCM) of a bicyclo[2.2.2]octene derivative having an appropriate al

102 which is essential to avoid the formation of bicyclo[2.2.2]octenes as the other possible products.

103 nophiles furnished functionalized ortho-endo bicyclo[2.2.2]octenone derivatives with high regio- and

104 An enantioselective approach to bicyclo[2.2.2]octenone structures utilizing a copper-med

105 hotoinduced decarbonylative rearrangement of bicyclo[2.2.2]octenone to develop a new methodology for

106 A series of enantiomerically pure bicyclo[2.2.2]octenones, including the lactone-annulated

107 of alkoxychlorocarbenes (ROCCl), with R = 1-bicyclo[2.2.2]octyl, 1-adamantyl, or 3-homoadamantyl, or

108 Bicyclo[2.2.2]octylxanthine 16 exhibited good pharmaceut

109 ng affinities of a variety of cyclohexyl and bicyclo[2.2.2]octylxanthines for the rat and human adeno

110 series of 1,4-substituted 8-cyclohexyl and 8-bicyclo[2.2.2]octylxanthines were investigated.

111 loisomerization of 1,6-, and 1,7-dienes into bicyclo-[3.1.0] and -[4.1.0] products.

112 ng a strong preference for endo-closures and bicyclo[3.1.0] intermediates showing a preference for ex

113 Introduction into the long-known bicyclo[3.1.0]hex-2-ene system of a large substituent in

114 s for a convenient (1 g-7.5 kg) synthesis of bicyclo[3.1.0]hexan-2-ol and other bicyclic adducts.

115 ient and completely stereoselective entry to bicyclo[3.1.0]hexan-2-ols and bicyclo[4.1.0]heptan-2-ols

116 aboration of C-5 and C-6 stannyl-substituted bicyclo[3.1.0]hexan-2-ols via Sn-Li exchange/electrophil

117 enhanced upon ribose substitution with rigid bicyclo[3.1.0]hexane (North (N)-methanocarba), e.g., N(6

118 ported on the discovery of a novel series of bicyclo[3.1.0]hexane fused thiophene derivatives that se

119 This led to the discovery of novel bicyclo[3.1.0]hexane fused thiophene derivatives.

120 mediates suitable for the synthesis of other bicyclo[3.1.0]hexane mGluR2/3 agonists is discussed.

121 We conclude that conformationally locked bicyclo[3.1.0]hexane nucleosides appear to be excellent

122 s work describes the synthesis of two target bicyclo[3.1.0]hexane nucleosides, locked as north (5) an

123 vely modified with conformationally 'locked' bicyclo[3.1.0]hexane pseudosugars have been studied by v

124 pseudorotationally locked sites derived from bicyclo[3.1.0]hexane pseudosugars have been synthesized

125 ne (dG) residues with locked North- or South-bicyclo[3.1.0]hexane pseudosugars were synthesized.

126 (N)-Methanocarba nucleosides containing bicyclo[3.1.0]hexane replacement of the ribose ring prev

127 kely results from constraints imposed by the bicyclo[3.1.0]hexane scaffold of the modified nucleotide

128 s of the novel analogue 1 based on the 3-aza-bicyclo[3.1.0]hexane system is accomplished from the kno

129 opropane ring to the cyclopentane produces a bicyclo[3.1.0]hexane system that depending on its locati

130 ctional group transformations on a sensitive bicyclo[3.1.0]hexane system.

131 ransformation provided highly functionalized bicyclo[3.1.0]hexane systems in high efficiency and with

132 analogues built on a conformationally locked bicyclo[3.1.0]hexane template designed to investigate th

133 The bicyclo[3.1.0]hexane template represents a privileged ri

134 These bicyclo[3.1.0]hexane templates have already provided imp

135 thesis, and phosphorylation pattern of a new bicyclo[3.1.0]hexane thymidine analogue that seems to po

136 yl)-2',3'-(dihydroxy)-1'-(phosp honoethylene)bicyclo[3.1.0]hexane was highly efficacious (CSQ), while

137 structures, (S)- and North (N)-methanocarba (bicyclo[3.1.0]hexane) derivatives of known inhibitors we

138 DP with a rigid North or South methanocarba (bicyclo[3.1.0]hexane) group abolished P2Y(14) receptor a

139 logues of AMP containing a (N)-methanocarba (bicyclo[3.1.0]hexane) system could protect from heart fa

140 MP derivative containing a (N)-methanocarba (bicyclo[3.1.0]hexane) system, activates this cardioprote

141 (N)-Methanocarba(bicyclo[3.1.0]hexane)adenosine derivatives were probed f

142 )-2',3'-(dihydroxy)-1'-(phosp honomethylene)-bicyclo[3.1.0]hexane, 4 (MRS2775), and its homologue 9 (

143 (methylamino)-9H-purin-9-yl]-2-(phosphonooxy)bicyclo[3.1.0]hexane-1-methanol dihydrogen phosphate est

144 (methylamino)-9H-purin-9-yl]-2-(phosphonooxy)bicyclo[3.1.0]hexane-1-methanol dihydrogen phosphate est

145 6R)-2-amino-4-(1H-1,2,4-triazol-3-ylsulfanyl)bicyclo[3.1.0]hexane-2, 6-dicarboxylic acid 14a (LY28122

146 nd C4 positions of the (1S,2R,5R,6R)-2-amino-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid scaffold to g

147 Rate constants for the rearrangement of 1-bicyclo[3.1.0]hexanylmethyl radical (2) to 3-methylenecy

148 studies report the first isolation of a cis-bicyclo[3.1.0]hexene derived from electrocyclization of

149 sformation results in highly enantioenriched bicyclo[3.1.0]hexenes at all levels of conversion, with

150 Herein, we document our research in a bicyclo[3.1.0]hexyl urea series with particular emphasis

151 bstituted benzophenones, including 4-(endo-6-bicyclo[3.1.0]hexyl)benzophenone, 19, 4-(cis-2,3-dimethy

152 -Cyclopropylvalerophenone, 25, and p-(endo-6-bicyclo[3.1.0]hexyl)valerophenone, 24, also undergo phot

153 bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[3.1.1]heptane, and bicyclo[4.2.1]nonane were fou

154 Similarly, some chemically activated bicyclo[3.2.0]hept-1(5)-ene rearranges to 1,2-dimethylen

155 enecyclobutane, while ring-expansion affords bicyclo[3.2.0]hept-1(5)-ene.

156 trate of Baeyer-Villiger oxidation (+/-)-cis-bicyclo[3.2.0]hept-2-en-6-one as analyte.

157 the pattern of transformations exhibited by bicyclo[3.2.0]hept-2-ene and deuterium-labeled analogues

158 s, cis-cyclopenten-2-yl delta-diketones, and bicyclo[3.2.0]hepta-1,5-dienes efficiently by gold-catal

159 /Prins-type [2 + 2]-cycloaddition to provide bicyclo[3.2.0]hepta-1,5-dienes.

160 Here, the mechanical activation of a bicyclo[3.2.0]heptane (BCH) mechanophore is demonstrated

161 lpha,omega-dienes to yield the corresponding bicyclo[3.2.0]heptane derivatives.

162 e primary alcohol, and the produced 1-azonia-bicyclo[3.2.0]heptane is opened by different nucleophile

163 thesis of highly strained and functionalized bicyclo[3.2.0]heptanes is developed.

164 s-metathesis protocol between functionalized bicyclo[3.2.0]heptenes, ethylene, and alpha,beta-unsatur

165 Bicyclo[3.2.1]oct-6-en-8-ylidene (1) can assume either t

166 nonadiene, 2; 1,2,4-cyclohexatriene, 34; and bicyclo[3.2.1]octa-2,3-diene, 39.

167 include: 1,2-cyclopentadiene <1 kcal/mol and bicyclo[3.2.1]octa-2,3-diene, 7.4 kcal/mol.

168 S, PH, NH (12); replacement of CH at C-3 in bicyclo[3.2.1]octa-3,6-dien-2-yl anion with PH, S, NH, O

169 skeleton with replacement of CH(2) at C-2 in bicyclo[3.2.1]octa-3,6-diene with X = BH, AlH, Be, Mg, O

170 e structure by use of a lithiated asymmetric bicyclo[3.2.1]octane (ABO) ortho ester.

171 In studies related to the synthesis of the bicyclo[3.2.1]octane core of enterocin by an intramolecu

172 n all-carbon quaternary center and build the bicyclo[3.2.1]octane framework.

173 ons, and a highly efficient formation of the bicyclo[3.2.1]octane ring system by a reductive radical

174 uated in heterocyclic systems related to the bicyclo[3.2.1]octane skeleton with replacement of CH(2)

175 -Azido-3'-iodo-biphenyl-4-yl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-c arboxylic acid methyl ester (11

176 Although the synthesis of functionalized bicyclo[3.2.1]octanes has been reported, the procedures

177 ochemical oxa-di-pi-methane rearrangement of bicyclo[3.2.1]octanoid scaffolds affords multifunctional

178 fy transformations of densely functionalized bicyclo[3.2.1]octanoid scaffolds will be described.

179 n tropones and ketene diethyl acetal to give bicyclo[3.2.2] ring structures, which opens up a unique

180 y step features an oxidative cleavage of aza-bicyclo[3.2.2]nonene 14, which simultaneously generates

181 ive rearrangement of norbornadiene to form a bicyclo[3.3.0] product.

182 The high steric demands of the substituted bicyclo[3.3.0] ring system promote dimers to an unusual

183 rranged into an unprecedented dioxolane (cis-bicyclo[3.3.0]-2',4',6'-trioxaoctan-3'beta-ol) structure

184 report the identification of substituted cis-bicyclo[3.3.0]-oct-2-enes as small molecule agonists of

185 (E-oct-4-en-4-yl)-1-phenylamino-2-phenyl-cis-bicyclo[3.3.0]oct-2-ene 5 is described.

186 gements of "classical" bridged carbene 1a is bicyclo[3.3.0]octa-1,3-diene as a result of an alkyl shi

187 es of C2- and CS-symmetric 2,5-disubstituted bicyclo[3.3.0]octa-2,5-dienes C2-L and CS-L, respectivel

188 amerization produces a substituted 1,4-diaza-bicyclo[3.3.0]octadiene dianion.

189 clopropene product, or to an exocyclic vinyl bicyclo[3.3.0]octane.

190 uarate ester cascade by adding the lithiated bicyclo[3.3.0]octene 20 and vinyllithium sequentially to

191 selectivities of the dihydroxylations of cis-bicyclo[3.3.0]octene intermediates for a projected total

192 stereoselectively provide functionalized cis-bicyclo[3.3.0]octenes.

193 no- and disubstituted alkene moieties afford bicyclo[3.3.0]octenones in high yields with complete dia

194 ynes for obtaining enantiomerically enriched bicyclo[3.3.0]octenones, and the influence of both the q

195 ndergo disrotatory electrocyclization to cis-bicyclo[3.3.0]octenyl systems, which are trapped with a

196 Substituted cis-bicyclo[3.3.0]octenyllithium prepared by addition of t-B

197 oxyphenyl)-4-methyl-2-(3-phenylpropyl)-2-aza bicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide (13

198 oxyphenyl)-4-methyl-2-(3-phenylpropyl)-2-aza bicyclo[3.3.1]non-7-yl]-3-(1-piperidinyl)propanamide (5a

199 hat have the nitrogens protected as 9-(9-aza-bicyclo[3.3.1]nonan-3-one) derivatives are discussed and

200 Bicyclo[3.3.1]nonane (BCN) polycations were synthesized

201 cascade cyclization was used to furnish the bicyclo[3.3.1]nonane core and set two key quaternary ste

202 on high affinity, symmetrical cyclofenil or bicyclo[3.3.1]nonane core systems, and in these, the pos

203 yclization cascade to generate the remaining bicyclo[3.3.1]nonane framework.

204 he formation of 1-methyl-3,7-bis(methylidene)bicyclo[3.3.1]nonane from the adamantane derivative were

205 Shown herein is that the protoaustinoid bicyclo[3.3.1]nonane nucleus can be reverted to either a

206 bles the preparation of a highly substituted bicyclo[3.3.1]nonane-1,3,5-trione motif in only six step

207 The Baeyer-Villiger oxidation of (+)-(1R,5S)-bicyclo[3.3.1]nonane-2,7-dione, 1, can lead to four keto

208 quaternary center-bearing heteroatom-bridged bicyclo[3.3.1]nonanes (homotropanes) is reported that is

209 as was previously described for 3-oxa-7-aza-bicyclo[3.3.1]nonanes.

210 a strategy involving construction of a core bicyclo[3.3.1]nonanetrione structure and subsequent elab

211 ss of natural products that exhibit a common bicyclo[3.3.1]nonatrione core and consist of currently m

212 nyl cation as the key step in assembling the bicyclo[3.3.1]nonene core of the natural product.

213 mal [3,3] sigmatropic rearrangement to yield bicyclo[3.3.2]decadienes in good yield.

214 tional preferences of the newly formed benzo bicyclo[3.3.2]decane ring system.

215 ford the substituted cis-1-hydroxyl-8-formyl-bicyclo[4,3,0]non-8(9)-enes or bicycle[4,3,0]non-1(9)-en

216 zation process leading to the functionalized bicyclo[4,3,0]nonenes is serendipitously discovered duri

217 of exo- to endo-cyclization reactions, with bicyclo[4.1.0] intermediates showing a strong preference

218 W(CO)(5).THF-catalyzed cycloisomerization of bicyclo[4.1.0] substrates to afford mono C4-substituted

219 o[4.1.0]heptane) is oxidized to 2-norcarene (bicyclo[4.1.0]-hept-2-ene) and 3-norcarene (bicyclo[4.1.

220 lcyclopropyl)benzophenone, 22, and 4-(endo-7-bicyclo[4.1.0]hept-2-enyl)benzophenone, 23, also fail to

221 (bicyclo[4.1.0]-hept-2-ene) and 3-norcarene (bicyclo[4.1.0]hept-3-ene) by iron-containing enzymes and

222 to the ring nitrogen, yielding 1-aza-benzo[d]bicyclo[4.1.0]hepta-2,4,6-triene 34 and 3-aza-benzo[d]cy

223 omparable with the reaction barriers for the bicyclo[4.1.0]hepta-2,4-diene (norcaradiene) walk rearra

224 ctive entry to bicyclo[3.1.0]hexan-2-ols and bicyclo[4.1.0]heptan-2-ols.

225 carbocyclic nucleoside analogues built on a bicyclo[4.1.0]heptane scaffold, a perspective novel pseu

226 Recent studies revealed that norcarane (bicyclo[4.1.0]heptane) is oxidized to 2-norcarene (bicyc

227 Norcarane, bicyclo[4.1.0]heptane, has been widely used as a mechani

228 tion of a tricyclic compound incorporating a bicyclo[4.2.0]oct-1-ene core, a portion of which is foun

229 At 300 degrees C, bicyclo[4.2.0]oct-2-ene (1) isomerizes to bicyclo[2.2.2]

230 The gas phase thermal reactions exhibited by bicyclo[4.2.0]oct-2-ene and 7-d and 8-d analogues at 300

231 tions for the isomerizations of 2,2,5,5-d(4)-bicyclo[4.2.0]oct-7-ene and 7,8-d(2)-bicyclo[4.2.0]oct-7

232 ,5-d(4)-bicyclo[4.2.0]oct-7-ene and 7,8-d(2)-bicyclo[4.2.0]oct-7-ene rule out these two alternatives

233 based on unusual cyclobutene ring-opening of bicyclo[4.2.0]octa-1,6-dienes with pyrrolidine to afford

234 In contrast, thus far unknown strained bicyclo[4.2.0]octa-1,7-diene formed by a vinyl shift in

235 is lower in energy than its valence isomer, bicyclo[4.2.0]octa-2,4,7-triene (BCOT, 3a) and that the

236 ubstituted tetraenes toward formation of the bicyclo[4.2.0]octa-2,4-diene products, as well as the ea

237 clic route was shown to be very close to the bicyclo[4.2.0]octa-2,4-diene reported by Huisgen.

238 of a [1,5] sigmatropic alkyl group shift of bicyclo[4.2.0]octa-2,4-diene systems at high temperature

239 addition/cycloreversion biaryl product and a bicyclo[4.2.0]octadiene resulting from a competing [2+2]

240 The bicyclo[4.2.0]octane core of 1 was established by a regi

241 he mechanochemical ring opening, a series of bicyclo[4.2.0]octane derivatives that varied in stereoch

242 evelopment of a class of cyclobutane bearing bicyclo[4.2.0]octane mechanophores.

243 The bicyclo[4.2.0]octanes hold promise as active functional

244 of (S)-4-hydroxycyclohex-2-enone afforded a bicyclo[4.2.0]octanone containing an embedded tetrahydro

245 The key bicyclo[4.2.1]nonane core of the enyne precursors was re

246 clo[2.1.1]hexane, bicyclo[3.1.1]heptane, and bicyclo[4.2.1]nonane were found to correlate with the fl

247 ent was studied both using deuterium-labeled bicyclo[4.2.2]deca-2,4,7,9-tetraenes and utilizing quant

248 ,3,5,7-cyclooctatetraene to give substituted bicyclo[4.2.2]deca-2,4,7,9-tetraenes in high yields (68-

249 the conversion of trisubstituted allenes to bicyclo[4.3.0] and -[5.3.0] skeletons possessing an alph

250 proceed from the concave (endo) face of the bicyclo[4.3.0]nonene ring system.

251 The welwitindolinones with bicyclo[4.3.1] cores are a class of natural products tha

252 ompleted syntheses of welwitindolinones with bicyclo[4.3.1] cores reported by Rawal and Garg in 2011.

253 The obtained substituted bicyclo[4.3.1]deca-2,4,8-triene-7,10-diols and their ket

254 ient method for the synthesis of substituted bicyclo[4.3.1]deca-2,4,8-triene-7,10-diols, which form t

255 addition with a variety of tropones to yield bicyclo[4.3.1]decadienes in excellent regio-, diastereo-

256 the welwitindolinone alkaloids possessing a bicyclo[4.3.1]decane core, we report herein concise asym

257 erocyclic bridged bicyclo[5.3.1]undecane and bicyclo[4.3.1]decane ring systems.

258 ing-closing metathesis to build the bridging bicyclo[4.3.1]decane terpene framework.

259 Grob fragmentation, furnishes the requisite bicyclo[4.3.1]decene.

260 In the case of 8a, the bicyclo[4.4.0]deca-1,6-dien-2,7-diyl biradical 12 is gen

261 in the degenerate thermal rearrangements of bicyclo[4.4.0]deca-2,4,7,9-tetraene (1c), bicyclo[5.5.0]

262 onstrate that a range of stereodefined fused bicyclo[4.4.0]decanes are accessible, including those th

263 In this work, a bicyclo[4.4.1]undecane scaffold is used to hold oligo(ph

264 yields 2:1 adducts possessing the fluxional bicyclo[5.1.0]octadiene moiety.

265 droxyazacyclononane ring embedded within the bicyclo[5.2.1]decane-N,O-acetal moiety of sieboldine A w

266 oes a tunneling rearrangement to 8-methylene-bicyclo[5.3.0]deca-1,3,5,6,9-pentaene.

267 strategically novel and facile access to the bicyclo[5.3.0]decane skeleton from simple and readily av

268 The bicyclo[5.3.0]decane skeleton is one of the most commonl

269 Chiral bicycles: Enantioenriched bicyclo[5.3.0]decatrienes were prepared from readily ava

270 of both carbocyclic and heterocyclic bridged bicyclo[5.3.1]undecane and bicyclo[4.3.1]decane ring sys

271 lo[5.5.0]dodeca-2,4,8,10-tetraene (11b), and bicyclo[5.4.0]undeca-2,4,8,10-tetraene (14) have been lo

272 of bicyclo[4.4.0]deca-2,4,7,9-tetraene (1c), bicyclo[5.5.0]dodeca-2,4,8,10-tetraene (11b), and bicycl

273 The optimized derivative is an (E)-bicyclo[6.1.0]non-4-ene with a cis-ring fusion, in which

274 We report a fluorogenic reaction between bicyclo[6.1.0]non-4-yn-9-ylmethanol (BCN) and tetrazines

275 s carried out using dyes functionalized with bicyclo[6.1.0]non-4-yne (BCN) via the strain-promoted al

276 the present study describes highly strained bicyclo[6.1.0]nonyne (BCN) derivatives as concerted trap

277 ic domain of the membrane and an excess of a bicyclo[6.1.0]nonyne (BCN)-cross-linker causes the vesic

278 de to an RNA primer harboring a cyclooctyne [bicyclo[6.1.0]nonyne (BCN)] by a copper-free 'click' rea

279 thiols to a strained internal alkyne such as bicyclo[6.1.0]nonyne has been established in this study,

280 roteins (beta-actin and vimentin) containing bicyclo[6.1.0]nonyne-lysine at genetically defined sites

281 The other synthon (five steps) was bicyclo[6.3.0] lactam 5 containing a single stereocenter

282 the synthesis of Z-configured, P-stereogenic bicyclo[7.3.1]- and bicyclo[8.3.1]phosphates is reported

283 butyldimethylsilyloxy-3-(alpha-hydroxybenzyl)bicyclo[8.1.0]undeca-1 (10),2-diene-4-yn-11-one (1), was

284 onfigured, P-stereogenic bicyclo[7.3.1]- and bicyclo[8.3.1]phosphates is reported.

285 e approach to construct sterically congested bicyclo-alkenedione frameworks is reported.

286 f an acid mediated skeletal rearrangement of bicyclo-beta-ketoester having cyclopropyl ring to access

287 ed electrocyclic 4pi ring closure leading to bicyclo-beta-lactam photoproducts in solution.

288 In contrast to observations in the bicyclo-DNA series, no short contact between the fluorin

289 ls as intermediates for the synthesis of the bicyclo (n.3.0) framework of natural products, a highly

290 Snyderol is a proposed intermediate in other bicyclo natural products.

291 The bicyclo-oligomerization reaction occurs through sequenti

292 ent studies have shown that plasma levels of bicyclo-PGE2 (a stable end product of PGE2 metabolism) a

293 with malarial anemia (P<.01), with systemic bicyclo-PGE2 and TNF-alpha significantly associated with

294 se with CM had significantly lower levels of bicyclo-PGE2.

295 examined, we investigated urinary levels of bicyclo-PGE2/creatinine in children with varying clinica

296 Systemic levels of bicyclo-PGE2/creatinine were not significantly associate

297 omatic parasitemia had the highest levels of bicyclo-PGE2/creatinine, whereas those with CM had signi

298 children had elevated levels of circulating bicyclo-PGE2/TNF-alpha, compared with children with mala

299 be an efficient way of forming the requisite bicyclo ring systems while iodine-promoted cyclizations

300 n/stereospecific hydrogenation sequence of a bicyclo sugar intermediate, followed by an N-iodo-succin