ライフサイエンスコーパス: transannular

1 ring system was proposed to originate from a transannular 1,3-dipolar cycloaddition between a nitrone

2 Thus, theory predicts that the proposed transannular 1,3-dipolar cycloaddition is a plausible st

3 ations (M06-2X) predict that the uncatalyzed transannular 1,3-dipolar cycloaddition of the putative l

4 These reactions involve a novel N-assisted, transannular 1,5-hydride shift.

5 za-Prins cyclization featuring an unexpected transannular 1,5-hydride transfer.

6 trates via a copper-catalyzed annulation and transannular 1,5-hydrogen atom transfer-mediated C-H fun

7 Transannular 2,6-disubstituted pyrans, like the one foun

8 nt and a bioinspired, visible-light induced, transannular [2 + 2] photocycloaddition.

9 luded intermolecular Pauson-Khand reactions, transannular [4 + 2] cycloaddition reactions, intermolec

10 identified a cyclase, SpnF, that catalyses a transannular [4+2] cycloaddition to form the cyclohexene

11 gly support the plausibility of the proposed transannular [6 + 4] cycloaddition in the biogenesis of

12 The transannular [6 + 4] cycloaddition proposed as a step in

13 We show that transannular addition occurs readily with an alpha,beta-

14 rotonated aminoketone 2 and the O-protonated transannular addition product 3, the interconversion rat

15 reocontrolled one-pot sequence consisting of transannular aldol addition reaction, hemiketal formatio

16 ne was prepared as a substrate for divergent transannular aldol reactions.

17 dition products derive from an unprecedented transannular alkene insertion of an 11-membered Pd(Ar)(O

18 hrough self-complementary intermolecular and transannular amide hydrogen bonding is presented.

19 r Bronsted acid catalysis and proceeds via a transannular amidohalogenation, followed by elimination.

20 A transannular approach has been developed for the constru

21 Here we report a transannular approach to selectively manipulate the C-H

22 nzazepin-1-yl radical formation, followed by transannular attack and formation of a 2-(indol-1-yl)phe

23 h of these oxazolidinones was accompanied by transannular attack at the epoxide by nitrogen, resultin

24 er of the C11 alpha-proton to C7 to initiate transannular B/C-ring closure to the taxenyl cation, fol

25 A transannular BCP in the central cross-over region for th

26 is-enone was found to be inactive toward the transannular bis-Michael reaction under the conditions e

27 nate aluminum center causes variation in the transannular bond distance.

28 erate housane-type [2.1.0]bicyclopentanes by transannular bond formation.

29 ucture (C(s) symmetry) that includes a weak, transannular bonding interaction between the carbene car

30 d 13C NMR studies, is consistent with proper transannular bonding so as to deliver the entire C1-C26

31 This led to the identification of transannular bonds as especially simplifying to the mole

32 cond stable radical cation with an elongated transannular C-C bond and an increased flap dihedral.

33 e the first of these options involves direct transannular C-C bond formation, the other two embody th

34 that has not been studied in the context of transannular C-H activation reactions.

35 The broad application of this transannular C-H heteroarylation methodology is currentl

36 Transannular C-H heteroarylation of amines provides rapi

37 e with subsequent oxacarbenoid formation and transannular C-H insertion proceeds via monosolvated dim

38 lenging because of the strain encountered in transannular C-H palladation.

39 jugation, transannular pi(alkene)...C(+) and transannular C-H...C(+) interactions-were uncovered, con

40 on of the intermediate olefin 2, effecting a transannular C20-C2 free radical cyclization of a challe

41 te the carbon skeleton of hirsutellone B via transannular carbon-carbon bond formation were undermine

42 actin natural products, during which a novel transannular cation-olefin cyclization was observed.

43 Transannular chemical reactions are unparalleled in thei

44 cyclo[3.3.0]octenone adducts, resulting from transannular closure of the intermediate eight-membered-

45 edented C-C bond forming lactamization and a transannular condensation; (c) a one-pot organocatalytic

46 15) N couplings reveal heretofore undetected transannular contacts (laddering) with lithium acetylide

47 available C21-oxygenated lactam, followed by transannular cyclization and in situ trapping of a trans

48 A transannular cyclization and reduction of a bridgehead a

49 hesis of Aspidosperma alkaloids based on the transannular cyclization of a chiral lactam precursor.

50 synthesis of sealutomicin C which features a transannular cyclization of an aryllithium onto a gamma-

51 Investigation of the transannular cyclization of cyclooctene, cyclodecene, an

52 btle stereochemical differences between this transannular cyclization process and transannular Diels-

53 phthalene triggers a tandem ring-opening and transannular cyclization process that stereoselectively

54 highly diastereoselective fragmentation and transannular cyclization reactions.

55 esent study describes the investigation of a transannular cyclization strategy for constructing bicyc

56 rate the efficiency and the potential of the transannular cyclization tactic for the creation of bicy

57 f 14-membered macrocyclic lactones underwent transannular cyclization to give polycyclic products wit

58 ve of 5-aza-trans-cyclooctene that underwent transannular cyclization upon treatment with bromine.

59 The regioselectivity of the transannular cyclization was influenced by amine protect

60 These include reductive transannular cyclization, adaptation of the Ramberg-Back

61 to the hexahydropyrrolizine framework in the transannular cyclization.

62 ilding blocks that did not prove amenable to transannular cyclization.

63 ctive Pictet-Spengler reaction followed by a transannular cyclization.

64 The ensuing one-pot acid-mediated transannular cyclization/nucleophilic addition at C7 fur

65 s has been developed employing electrophilic transannular cyclizations of 8-, 9-, and 10-membered uns

66 Transannular cyclizations of some products may lead to i

67 ped conditions for stereo- and regiochemical transannular cyclizations to synthesize three different

68 leads to the stereo-selective generation of transannular cycloaddition products consistent with radi

69 on-Khand reactions, other intermolecular and transannular cycloaddition reactions included intermolec

70 Stepwise pathways for these transannular cycloaddition reactions were shown to predo

71 iels-Alder reaction likely occurs before the transannular cycloaddition.

72 one 12 did not produce the expected bicyclic transannular Diels-Alder (BTADA) product 13, heating the

73 Transannular Diels-Alder (TADA) reactions that occur bet

74 y calculations were performed on a set of 13 transannular Diels-Alder (TADA) reactions with 10-18-mem

75 tion of 26 and the highly diastereoselective transannular Diels-Alder cyclization of macrocyclic octa

76 Semiempirical calculations of the transannular Diels-Alder cycloaddition cascade were carr

77 tes 12-14 give very similar distributions of transannular Diels-Alder cycloadducts, indicating that t

78 roduced from a remarkably diastereoselective transannular Diels-Alder reaction of lactone 9.

79 Key features of the synthesis include the transannular Diels-Alder reaction of macrocyclic pentaen

80 for the target molecule featured a novel bis-transannular Diels-Alder reaction that casted stereosele

81 macrocyclic alkylpyridine derivatives via a transannular Diels-Alder reaction that forms their commo

82 olved the first reported example of a double transannular Diels-Alder reaction to fashion the key ele

83 the biosynthesis of spinosyn A, catalyzes a transannular Diels-Alder reaction.

84 f 31 triggered a sequence of stereoselective transannular Diels-Alder reactions (32 -->34; 63%) formi

85 udy of elements of stereochemical control in transannular Diels-Alder reactions leading to the decahy

86 ward by Schmitz involving intermolecular and transannular Diels-Alder reactions of two [12]-paracyclo

87 en this transannular cyclization process and transannular Diels-Alder reactions.

88 The transannular diphosphorus bisanthracene adduct P2A2 (A =

89 rs of magnitude; it is hypothesized that the transannular dipole so induced interacts favorably with

90 Conformational features, transannular distances and dynamic behavior were studied

91 solid state, we measured exceptionally short transannular distances; in one case, the distance rivals

92 one behaves similarly, and the presence of a transannular double bond does not alter the outcome.

93 is detailed herein was the development of a transannular enamide alkylation for late-stage formation

94 m anionic oxy-Cope rearrangement/methylation/transannular ene cyclization of 21 and subsequent introd

95 ical correction often widens the RVOT with a transannular enlargement patch, but this causes issues i

96 olled intramolecular Diels-Alder reaction, a transannular enolate alkylation, an effective Stille car

97 A transannular etherification reaction gave access to tetr

98 tive aza-Prins cyclization with a subsequent transannular etherification.

99 This paper describes a new method for the transannular functionalization of the y-C-H bonds in ali

100 1, L2) and sulfonamide-pyridones (L3)-enable transannular gamma-methylene C-H arylation of small- to

101 Programmable transannular H-bonding pairs dictate both small-molecule

102 by the controlled installation of the labile transannular hemiacetal.

103 pha-ketol generation, an EtAlCl(2)-catalyzed transannular hydride shift, regioselective monomesylatio

104 The operation of several unusual transannular hydride shifts is also detailed.

105 2S,4S)-4-methoxyproline (mop) eliminates the transannular hydrogen bond and restores a prototypical C

106 ed enforce a C(gamma)-endo ring pucker but a transannular hydrogen bond between the hydroxyl moiety a

107 This same transannular hydrogen bond enhances an n-->pi* interacti

108 chiral ground state with an intramolecular, transannular hydrogen bond.

109 ADEP-ClpP crystal structure is fortified by transannular hydrogen bonding and can be further stabili

110 om larger amide dihedral angles accompanying transannular hydrogen bonding in the [3.3]paracyclophane

111 ole of stereochemistry, amide bond geometry, transannular hydrogen bonding, and polarity on antitumor

112 te through double-helical intermolecular and transannular hydrogen bonding.

113 ydrogens that were proposed to be engaged in transannular hydrogen bonds.

114 he large (13)C coupling as resulting from a "transannular hyperfine interaction".

115 A transannular incision was performed in 75% of cases and

116 bilization afforded the singlet state by the transannular interaction appears to be largely offset by

117 However, this coupling of bond rotations and transannular interactions enables the transmission of th

118 d to diastereoselective outcomes dictated by transannular interactions in the transition states.

119 nclude a large number of degrees of freedom, transannular interactions such as hydrogen bonds and hyd

120 the product in a conformation that minimizes transannular interactions, thus leading to different ste

121 agonists around DTrp-Lys is stabilized by a transannular intramolecular hydrogen bond(s) between Phe

122 The design employs transannular (intramolecular) hydrogen bonds (H-bonds),

123 fic azabicycloalkanone amino acids by way of transannular iodolactamization reactions.

124 ered dicarbonyl, which undergoes spontaneous transannular Mannich cyclization.

125 The final transformation featured a transannular Mannich reaction and cyclization to complet

126 core system, followed by either a biomimetic transannular Mannich reaction to access himeradine A (1)

127 elective formal [3 + 3]-cycloaddition, and a transannular Mannich reaction to construct the core of t

128 of a N-chloroamine to forge the C6-N bond, a transannular Mannich-type reaction of a cyclic nitrone t

129 We systematically explored a transannular Michael reaction cascade for stereoselectiv

130 The synthetic strategy is predicated on a transannular Michael reaction that provides both natural

131 -membered nexus was obtained by a cascade of transannular Michael reaction, carbonate elimination, bu

132 reaction of macrocyclic pentaene 11 and the transannular Morita-Baylis-Hillman cyclization of 12 tha

133 folds combining different ring sizes through transannular Morita-Baylis-Hillman reaction catalyzed by

134 nes, tricyclic neutral molecules featuring a transannular N --> Al bond, can act as Lewis acids that

135 o NH protons, and two polarization-enhanced, transannular N-HO-HN hydrogen bond chains, each involvin

136 Transannular N...C=O interactions were also observed in

137 te salt of O-protonated 3 indicates that the transannular N.CO bond of 3 is formed to an extent of on

138 bond hydrolysis, which we attributed to the transannular nature of the amino acid analogs.

139 We hypothesize that a transannular oxa-conjugate addition in a macrocyclic lau

140 In this study, we demonstrate that a transannular oxa-conjugate addition strategy is a viable

141 raction strategy enabled by an unprecedented transannular oxidative enolate coupling.

142 that must arise from a bromonium ion induced transannular oxonium ion formation-fragmentation could a

143 Bromonium ion induced transannular oxonium ion formation-fragmentation gave th

144 The use of a transannular patch (TAP) exposes patients to chronic pul

145 It was more common in patients with transannular patch (TAP) repair compared with non-TAP re

146 At cardiac repair, a transannular patch for right ventricle outlet reconstruc

147 outflow tract obstruction was managed with a transannular patch in 49 patients and a right ventricle-

148 nd diastolic volume increased by 49.4% after transannular patch repair (62.3-93.1 mL/m(2); P=0.028) b

149 nexus of late morbidity and mortality after transannular patch repair of tetralogy of Fallot.

150 One month after transannular patch repair, the hTPV was implanted, follo

151 imaging, surgical pulmonary valvectomy, and transannular patch repair.

152 at repair was 2.9 years, and 82 (23%) used a transannular patch repair.

153 Insertion of a transannular patch was a predictor for late arrhythmias

154 No new transannular patches were required.

155 be performed safely with low requirement for transannular patching (TAP) and thereafter allow normal

156 In addition to the first successful transannular Pauson-Khand reactions, other intermolecula

157 within the AbyU active site to facilitate a transannular pericyclic reaction.

158 The (1)O(2) generated was trapped as the transannular peroxide (DPAO(2)) of 9, 10-diphenylanthrac

159 of internal stabilization-hyperconjugation, transannular pi(alkene)...C(+) and transannular C-H...C(

160 ious bond critical points (BCPs), two weaker transannular points in the central cross-over region.

161 iated and BF(3).OEt(2)-initiated dearomative transannular radical cyclization onto an indole by an N-

162 ticle, we report a new ligand to promote the transannular reaction of a range of fused- and bridged-b

163 ty to predict and control the outcome of the transannular reaction.

164 Catalytic and enantioselective approaches to transannular reactions are very limited and mostly are b

165 ntermediate, and the regioselectivity of the transannular reactions were analyzed by density function

166 tions to solid-phase synthesis, a revival of transannular reactions, and the assembly of complex targ

167 acrocycle backbone and a series of intricate transannular reactions.

168 investigation of this intermediate's unique transannular reactivity.

169 c groups (O, NH) was investigated on the 1,6-transannular ring closure of 1,6-cyclodecadiyne (8a).

170 erization of two alkyne units as well as the transannular ring closure reaction of a nonconjugated di

171 cyclic intermediates with planned late-stage transannular ring formations.

172 species were prepared via microwave-mediated transannular ring-opening of an epoxyketone.

173 is and an intramolecular lactonization via a transannular S(N)i reaction.

174 Transannular SL sutures were placed at the valve center

175 ed by electrophilic C19-amide activation and transannular spirocyclization.

176 The introduction of transannular strain and loss of degrees of freedom in fo

177 cipally owing to the unfavorable entropy and transannular strain.

178 ans in acyclic neopeltolide intermediates, a transannular strategy for construction of this ring syst

179 e a new mode of capturing sulfenic acids via transannular thioetherification, whereas "ordinary" tran

180 nd intramolecular variants are widely known, transannular versions of this reaction are unknown and t