ライフサイエンスコーパス: bicyclo

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

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

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

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

5 of difluorocarbene (:CF(2)) to electron-rich bicyclo[1.1.0]butanes by the CF(3)TMS/NaI system.

6 ex interacts with a sigma-bond of a strained bicyclo[1.1.0]butyl boronate complex to enable addition

7 We demonstrate that highly strained bicyclo[1.1.0]butyl boronate complexes (strain energy ca

8 ere prepared by reacting boronic esters with bicyclo[1.1.0]butyl lithium, react with electrophiles to

9 The reaction of bicyclo[1.1.0]butyl pinacol boronic ester (BCB-Bpin) wit

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

11 f the strained central C-C sigma-bond of the bicyclo[1.1.0]butyl unit.

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

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

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

15 ecent years, bioisosteres such as cubane and bicyclo[1.1.1]pentane (BCP) have been used as highly eff

16 Recently, bicyclo[1.1.1]pentane (BCP) motifs have become valuable

17 The bicyclo[1.1.1]pentane (BCP) unit is under scrutiny as a

18 across the central inverted bond to provide bicyclo[1.1.1]pentane derivatives.

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

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

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

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

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

24 Radical chlorination of bicyclo[1.1.1]pentane-1,3-dicarboxylic acid is highly se

25 1,3-Disubstituted bicyclo[1.1.1]pentanes (BCPs) are important motifs in dr

26 1,3-Disubstituted bicyclo[1.1.1]pentanes (BCPs) are valuable bioisosteres

27 Bicyclo[1.1.1]pentanes (BCPs) have sparked the interest

28 access 1,3-C-disubstituted BCPs from 1-iodo-bicyclo[1.1.1]pentanes (iodo-BCPs) by direct iron-cataly

29 The obtained difluoro-bicyclo[1.1.1]pentanes are suggested to be used as satur

30 nthetic approach to the difluoro-substituted bicyclo[1.1.1]pentanes was developed.

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

32 the divergent preparation of functionalized bicyclo[1.1.1]pentylamines.

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

34 An approach to 1,3-disubstitued bicyclo[2.1.0]pentane (housane) derivatives was develope

35 The singlet's bent :CH-group favors bicyclo[2.1.0]pentane and cyclopentene formation.

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

37 It was shown that the bicyclo[2.1.0]pentane did not significantly affect pK(a)

38 ion states from singlet cyclobutylcarbene to bicyclo[2.1.0]pentane, cyclopentene, and methylenecyclob

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

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

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

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

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

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

45 ration of ladder-type mechanophore monomers, bicyclo[2.2.0]hex-5-ene-peri-naphthalene (BCH-Naph), tha

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

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

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

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

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

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

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

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

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

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

56 gn a series of endo- and exo-3-(pyridin-3-yl)bicyclo[2.2.1]heptan-2-amines as nicotinic receptor liga

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

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

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

60 er reaction to generate a highly substituted bicyclo[2.2.1]heptane core, followed by a subsequent nit

61 +/- 1.7, and 102.4 +/- 1.9 kcal mol(-1) for bicyclo[2.2.1]heptane, bicyclo[2.2.2]octane, and adamant

62 structurally demanding cyclic peroxide spiro[bicyclo[2.2.1]heptane-2,4'-[1,2]dioxolane]-3',5'-dione (

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

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

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

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

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

68 The fungal-derived bicyclo[2.2.2]diazaoctane alkaloids are of interest to t

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

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

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

72 5-hydroxypyrazin-2(1H)-one to construct the bicyclo[2.2.2]diazaoctane core, which has also been prop

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

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

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

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

77 Fungal bicyclo[2.2.2]diazaoctane indole alkaloids represent an

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

79 iels-Alder (IMDA) cyclization to furnish the bicyclo[2.2.2]diazaoctane scaffold.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

101 ne, methyl-substituted para-phenylenes, or a bicyclo[2.2.2]octane ring.

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

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

104 1.9 kcal mol(-1) for bicyclo[2.2.1]heptane, bicyclo[2.2.2]octane, and adamantane, respectively, were

105 1S,2R,4S)-N-isoquinolin-3-yl)-4'H-4-azaspiro[bicyclo[2.2.2]octane-2,5'oxazol]-2' -amine (BMS-902483),

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

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

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

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

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

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

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

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

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

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

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

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

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

119 -benzoquinone to assemble the functionalized bicyclo[2.2.2]octenone, a continuous-flow oxa-di-pai-met

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

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

122 iverse arylcyclopropanes, including valuable bicyclo[3.1.0] systems.

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

124 nzene in acidic media leading to substituted bicyclo[3.1.0]hex-2-enes.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

148 )-2',3'-(dihydroxy)-1'-(phosp honomethylene)-bicyclo[3.1.0]hexane, 4 (MRS2775), and its homologue 9 (

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

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

151 6R)-2-amino-4-(1H-1,2,4-triazol-3-ylsulfanyl)bicyclo[3.1.0]hexane-2, 6-dicarboxylic acid 14a (LY28122

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

153 onstruction of highly diverse 1,3-diazaspiro[bicyclo[3.1.0]hexane]oxindoles in isolated yields up to

154 opropenes with Cp*RuCl(cod) leads to alkenyl bicyclo[3.1.0]hexanes, bicyclo[4.1.0]heptanes, and bicyc

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

156 ed benzenes provide the most rapid access to bicyclo[3.1.0]hexene derivatives, formed as single isome

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

158 tate benzene and subsequent rearrangement to bicyclo[3.1.0]hexenium cation, trapped by a nucleophile,

159 phenylethyl), in truncated (N)-methanocarba (bicyclo[3.1.0]hexyl) adenosines favored high A(3) adenos

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

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

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

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

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

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

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

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

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

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

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

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

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

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

174 tion of the exo-methylene double bond of the bicyclo[3.2.1]oct-2-ene adduct illustrated the potential

175 route for the preparation of functionalized bicyclo[3.2.1]oct-2-ene and bicyclo[3.3.1]nonadiene via

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

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

178 The bicyclo[3.2.1]octane fragment is accessed by a Ni-cataly

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

194 ation (DYKAT), in the presence of the chiral bicyclo[3.3.0]octadiene-ligated iridium catalyst.

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

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

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

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

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

200 f functionalized bicyclo[3.2.1]oct-2-ene and bicyclo[3.3.1]nonadiene via gold-mediated cycloisomeriza

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

202 The bicyclo[3.3.1]nonane architecture is a privileged struct

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

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

205 the concise synthesis of a tetrahydroxylated bicyclo[3.3.1]nonane enabled by two key, sequential gamm

206 s, rearranged to dienes or lupanes bearing a bicyclo[3.3.1]nonane fragment.

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

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

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

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

211 and important source of biologically active bicyclo[3.3.1]nonane-containing molecules.

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

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

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

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

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

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

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

219 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

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

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

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

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

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

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

226 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

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

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

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

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

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

232 cod) leads to alkenyl bicyclo[3.1.0]hexanes, bicyclo[4.1.0]heptanes, and bicyclo[5.1.0]octanes.

233 Five bicyclo[4.1.0]heptyl-based carbaglucoses were tested wit

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

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

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

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

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

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

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

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

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

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

244 ] cycloaddition of 1,7-octadiene yielded cis-bicyclo[4.2.0]octane in 92:8 d.r. and a first order depe

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

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

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

248 the first time to give practically valuable bicyclo[4.2.1]nona-2,4,7-trienes in high yields (72-88%)

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

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

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

252 ,3,5,7-cyclooctatetraene to give substituted bicyclo[4.2.2]deca-2,4,7,9-tetraenes in high yields (68-

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

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

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

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

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

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

259 ed cyclopentane, pyrrolidine, furanidine and bicyclo[4.3.1]decadiene derivatives with good to excelle

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

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

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

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

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

265 of sialyl Lewis(X) analogues bearing a trans-bicyclo[4.4.0] dioxadecane-modified 3- O,4- C-fused gala

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

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

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

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

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

271 o[3.1.0]hexanes, bicyclo[4.1.0]heptanes, and bicyclo[5.1.0]octanes.

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

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

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

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

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

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

278 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

279 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

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

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

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

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

284 eactions of trans-cyclooctene (TCO) and endo-bicyclo[6.1.0]nonyne (BCN) with a 1,2,4,5-tetrazine, a c

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

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

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

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

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

290 MeCOSar (5-(8-methyl-3,6,10,13,16,19-hexaaza-bicyclo[6.6.6]icosan-1-ylamino)-5-oxopentanoic acid), co

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

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

293 Various heteroaryl and bicyclo-aliphatic analogues of zwitterionic biaryl P2Y(1

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

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

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

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

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

299 The bicyclo-oligomerization reaction occurs through sequenti

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