ライフサイエンスコーパス: cyclopropanation

1 ve transformations including epoxidation and cyclopropanation.

2 form the intermediate undergoing the second cyclopropanation.

3 Cope rearrangement while the other undergoes cyclopropanation.

4 the pendant allyl group, in competition with cyclopropanation.

5 oducts being either direct C-H activation or cyclopropanation.

6 or-type diazo reagents for asymmetric olefin cyclopropanation.

7 tly used with catalysis for coupling and for cyclopropanation.

8 ive in non-natural carbenoid-mediated olefin cyclopropanation.

9 e operative during cytochrome P450-catalyzed cyclopropanation.

10 sidue to create an ArM that catalyses olefin cyclopropanation.

11 pyl ring was installed using the Kulinkovich cyclopropanation.

12 ext of both inter- and intramolecular olefin cyclopropanation.

13 ich is responsible for the initiation of the cyclopropanation.

14 s and subsequent reactions that give rise to cyclopropanation.

15 developed in a 96-well format for asymmetric cyclopropanation.

16 full spectrum of known carbenoid pathways to cyclopropanation.

17 ghly diastereoselective and enantioselective cyclopropanations.

18 ups, which undergo highly diastereoselective cyclopropanations.

19 re suitable substrates for iminium-activated cyclopropanations.

20 The competition between bimolecular cyclopropanation, 1,2-hydrogen migration, and internal c

21 culations and the Davies-Singleton model for cyclopropanation, a model for asymmetric induction is pr

22 matic and aliphatic C-H insertion as well as cyclopropanation across a tethered pi-bond.

23 astic reduction in methoxymycolic acid trans-cyclopropanation, activities usually associated with the

24 Cyclopropanation activity is highly dependent on the ele

25 Both cyclopropanation and 1,4-carboborated products were empl

26 etion was the loss of ketomycolic acid trans-cyclopropanation and a drastic reduction in methoxymycol

27 e either without cyclopropanation or without cyclopropanation and any oxygenated mycolates.

28 esponding metamorphosis of CPPase to FPPase, cyclopropanation and branching activities were lost upon

29 lacement of the final alpha-helix, whereupon cyclopropanation and branching activity competed with ch

30 This intermediate performs stoichiometric cyclopropanation and C-H functionalization reactions to

31 The mechanism of rhodium-catalyzed cyclopropanation and C-H functionalization reactions wit

32 nsistent with the much higher selectivity in cyclopropanation and C-H insertion chemistry compared to

33 of Rh(II) uncovered new catalysts capable of cyclopropanation and C-H insertion.

34 xceptional enantiocontrol for intramolecular cyclopropanation and carbon-hydrogen insertion reactions

35 eps included rhodium-mediated intramolecular cyclopropanation and enzymatic resolution of the racemic

36 Surprisingly, the cyclopropanation and epoxidation reactions were discover

37 h 1,6-enynes is shown to proceed via initial cyclopropanation and formal 1,1-carboboration.

38 es have been inert, or shown to favor olefin cyclopropanation and heteroatom-hydrogen insertion.

39 sferases, is required for alpha-mycolic acid cyclopropanation and lethal chronic persistent M. tuberc

40 When cyclopropanation and O-H insertion reactions are carried

41 tions, marking the first examples where both cyclopropanation and ring expansion of arenes were rende

42 gated utilizing a sequence of chemoselective cyclopropanation and stereoselective acid-catalyzed rear

43 tion reactions to generate new heterocycles, cyclopropanation and subsequent ring expansions, ylide f

44 Both the cyclopropanation and subsequent ring-opening are shown t

45 for achieving the highest selectivity in the cyclopropanation and the combined C-H activation/Cope re

46 alyst (which promotes C(sp3)-H insertion and cyclopropanation) and a copper catalyst (which catalyzes

47 to be active toward carbene group transfer (cyclopropanation), and silane addition to 3 leads to PhS

48 ations including hydrogenation, epoxidation, cyclopropanation, and aziridination reactions.

49 uble asymmetric induction for C-H insertion, cyclopropanation, and hetero-Diels-Alder cycloaddition a

50 by lipid modifications including elongation, cyclopropanation, and increased cardiolipin formation.

51 using a highly diastereoselective Nishiyama cyclopropanation, and the outer hydroxycyclopropyl ring

52 Enantioselectivities for cyclopropanation are dependent on the catalyst ligands i

53 Enzymes that catalyze chain elongation and cyclopropanation are well studied, whereas those that ca

54 ared using an efficient nitroalkane-mediated cyclopropanation as a key step.

55 Using olefin cyclopropanation as an example, it was demonstrated that

56 are very effective catalysts for asymmetric cyclopropanation between methyl phenyldiazoacetate and s

57 The stereoselectivity of these cyclopropanation biocatalysts complements that of trans-

58 les the rapid development of myoglobin-based cyclopropanation biocatalysts featuring dramatically enh

59 by deuterium alters the distribution of the cyclopropanation, branching, and cyclobutanation product

60 Four reactions--chain elongation, cyclopropanation, branching, and cyclobutanation--are us

61 mental coupling reactions: chain elongation, cyclopropanation, branching, and cyclobutanation.

62 (regular) carbon skeletons, while those from cyclopropanation, branching, or cyclobutanation have non

63 N-O bond cleavage, oxidation, intermolecular cyclopropanation, Bucherer-Bergs reaction, hydrolysis, a

64 s promising systems for promoting asymmetric cyclopropanations, but variants featuring predictable, c

65 gand enables enantioselective intramolecular cyclopropanation by a reactive alpha-oxo gold carbene in

66 n the underlying mechanism of metalloradical cyclopropanation by cobalt(II) complexes of porphyrins.

67 mediated reactions of diazoketones involving cyclopropanation, C-H insertion, and aromatic C-C double

68 If this pathway is sterically blocked, cyclopropanation can occur with initial bond formation a

69 Results from cyclopropanation, carbon-hydrogen insertion, and oxonium

70 ioselectivities using a chiral (Salen)Ru(II) cyclopropanation catalyst in the key asymmetry-induction

71 ion) and chrysanthemyl diphosphate synthase (cyclopropanation) catalyze all four of the known isopren

72 Complete lack of cyclopropanation confers severe attenuation during the f

73 has been prepared through a series of tandem cyclopropanation-Cope and translactonization-Cope rearra

74 Recently, we reported a convergent cyclopropanation-Cope approach to the core of ineleganol

75 system has enriched our understanding of the cyclopropanation-Cope rearrangement sequence.

76 The tandem cyclopropanation/Cope rearrangement between bicyclic die

77 regioisomers of those formed from the tandem cyclopropanation/Cope rearrangement reaction of vinylcar

78 is generally considered to occur by a tandem cyclopropanation/Cope rearrangement, although evidence i

79 The [3 + 4] cycloaddition occurs by a tandem cyclopropanation/Cope rearrangement.

80 y enantioselective cyclopropanations, tandem cyclopropanation/Cope rearrangements and a combined C-H

81 process proceeding by cis-diastereoselective cyclopropanation, cycloisomerization, and, finally, annu

82 Successful transformations include cyclopropanation, cyclopropenation, and various X-H inse

83 elective CH, NH, and OH insertion reactions, cyclopropanation, cyclopropenation, sulfur ylide formati

84 nd epoxidizing reagents, undergoing multiple cyclopropanations, dihalocyclopropanations, or epoxidati

85 Loss of trans-cyclopropanation enhanced M. tuberculosis-induced macrop

86 n enzyme with corresponding sequences from a cyclopropanation enzyme.

87 t the reaction proceeds by a Michael/Michael/cyclopropanation/epimerization cascade in which size and

88 The reaction proceeds by a cyclopropanation followed by a Cope rearrangement of the

89 ivation of the alkyne moiety, which triggers cyclopropanation, followed by carboboration.

90 sequence of Rh2(OAc)4 (0.33 mol %)-catalyzed cyclopropanation, followed by ester hydrolysis under epi

91 condensation and subsequent Corey-Chaykovsky cyclopropanation giving diastereomerically pure products

92 Cyclopropanation has been shown to play a role in Mycoba

93 ic functionality proceeded more quickly than cyclopropanation; however, it was not possible to effect

94 cyanine catalyst capable of efficient olefin cyclopropanation in the presence of a living microorgani

95 metal catalysts and accelerate biocompatible cyclopropanation in vivo.

96 A new method for cyclopropanation involving intramolecular methylene tran

97 Cyclopropanation is favored irrespective of the complex

98 olates are produced in the mmaA2 mutant, cis-cyclopropanation is impaired, leading to accumulation of

99 Intermolecular cyclopropanation is selective over two competing intramo

100 Cyclopropanation is the exclusive outcome of reactions p

101 ns indicated that the net effect of mycolate cyclopropanation is to dampen host immunity.

102 tioselectivity in Rh(2)(S-DOSP)(4)-catalyzed cyclopropanations is presented.

103 the last step of the lipid modification, the cyclopropanation, is under stringent control.

104 hain elongation), chrysanthemyl diphosphate (cyclopropanation), lavandulyl diphosphate (branching), a

105 utagenesis and mechanistic studies support a cyclopropanation mechanism mediated by an electrophilic,

106 generation Grubbs catalyst or intramolecular cyclopropanation mediated by Rh2(OAc)4.

107 The cyclopropanation method notably requires the use of Mg(C

108 Cyclopropanation occurs at the double bond allylic to th

109 lbenzene is possible, but a competing double cyclopropanation occurs with these substrates.

110 zed in enantiopure form employing asymmetric cyclopropanation of (E)- and (Z)-allylic alcohols as the

111 Cyclopropanation of 11 with trimethylsulfoxonium ylide,

112 ter of solandelactones, (ii) a Simmons-Smith cyclopropanation of 80 directed by this alcohol, and (ii

113 ylsulfonyl hydrazones for asymmetric radical cyclopropanation of a broad range of alkenes, affording

114 ghly diastereoselective and enantioselective cyclopropanation of a broad range of styrene derivatives

115 h an emphasis on the challenges posed by the cyclopropanation of a dihydropyrrole.

116 the enantioselectivity of this reaction, and cyclopropanation of a range of styrenes and donor-accept

117 synthesis is the Cu-catalyzed intramolecular cyclopropanation of a symmetrical indane-derived alpha-d

118 anic cosolvents, enabling the more efficient cyclopropanation of a water-insoluble substrate.

119 of the dirhodium tetracarboxylate catalyzed cyclopropanation of alkenes with both unsubstituted diaz

120 diimine (NDI) ligands catalyze the reductive cyclopropanation of alkenes with CH2 Cl2 as the methylen

121 active and selective catalyst for asymmetric cyclopropanation of alkenes with diazosulfones.

122 neral and efficient catalysts for asymmetric cyclopropanation of alkenes with ethyl diazoacetate (EDA

123 eneral and efficient catalysts for selective cyclopropanation of alkenes with ethyl diazoacetate (EDA

124 highly stereoselective rhodium(II)-catalyzed cyclopropanation of alkenes, alkynes, and allenes with d

125 tures include the first catalytic asymmetric cyclopropanation of allene, mediated by the dirhodium ca

126 of beta-amino ketones (15 examples) and the cyclopropanation of allylic amines (4 examples).

127 The process involves an intramolecular cyclopropanation of an alpha-imino rhodium(II) carbenoid

128 xazole and the other resulting in the formal cyclopropanation of an aromatic nitro compound.

129 eatures a diastereoselective acetal-directed cyclopropanation of an electron-deficient diene, a regio

130 bin-based catalyst capable of catalyzing the cyclopropanation of aryl-substituted olefins with cataly

131 tetramethylpiperidide-induced intramolecular cyclopropanation of derived unsaturated terminal epoxide

132 ternatively, 5 is prepared by selective mono-cyclopropanation of dibenzo[a,e]cyclooctadiyne (DIBOD).

133 are reviewed: cis-->trans isomerization and cyclopropanation of double bonds.

134 a Rh(III)-catalyzed C-H activation initiated cyclopropanation of electron deficient alkenes.

135 bsence of sterically encumbering groups, the cyclopropanation of furan occurs with initial bond forma

136 In this paper, we describe studies on the cyclopropanation of Michael acceptors with chiral sulfur

137 ) null mutant (Delta cmaA2) that lacks trans-cyclopropanation of mycolic acids.

138 This enzyme, BM3-Hstar, catalyzes the cyclopropanation of N,N-diethyl-2-phenylacrylamide with

139 The stereochemistry of the Kulinkovich cyclopropanation of nitriles with alkenes has been exami

140 These complexes serve as catalysts for cyclopropanation of olefins by ethyl diazoacetate, givin

141 opriate organozinc is very effective for the cyclopropanation of olefins.

142 JCI, Rao et al. examine the effect of trans-cyclopropanation of oxygenated mycolic acids attached to

143 new epsilon-specific PKC activators, made by cyclopropanation of polyunsaturated fatty acids, have be

144 The novel method involves the one-pot cyclopropanation of readily available dehydroamino acids

145 -2-enes has been developed by intramolecular cyclopropanation of readily available N-allyl enamine ca

146 The stoichiometric cyclopropanation of styrene by 8 in 1,4-dioxane is first

147 The cyclopropanation of styrene with methyl phenyldiazoaceta

148 e [Me2NN]Cu(eta2-ethylene) (2) catalyzes the cyclopropanation of styrene with N2CPh2 to give 1,1,2-tr

149 alyze highly diastereo- and enantioselective cyclopropanation of styrenes from diazoester reagents vi

150 going further oxidation by the same oxidant, cyclopropanation of styrenes, engaging in a [3+2] cycloa

151 iscovery that heme proteins can catalyze the cyclopropanation of styrenyl olefins with high efficienc

152 hese results establish cmaA2-dependent trans-cyclopropanation of TDM as a suppressor of M. tuberculos

153 tcomes contrast with that of the Kulinkovich cyclopropanation of tertiary amides.

154 In situ cyclopropanation of the allylic silyl ether resulted in

155 furan ring is observed, and instead, double cyclopropanation of the benzene ring occurs.

156 Double cyclopropanation of the benzene ring was also observed i

157 cumbering substituents on the benzofuran, no cyclopropanation of the furan ring is observed, and inst

158 eement of the measured rate constant for the cyclopropanation of the imidazolidinone-derived iminium

159 s but has failed to reveal the origin of cis cyclopropanation of the oxygenated mycolates.

160 forded a 3-oxocyclohepta[c]pyrrole formed by cyclopropanation of the rhodium carbenoid across the aro

161 factors discussed for the single and double cyclopropanation of this functionalized Michael-acceptor

162 also undergo highly efficient intramolecular cyclopropanation of tri- and tetrasubstituted alkenes.

163 catalyse the enantio- and diastereoselective cyclopropanation of unactivated olefins.

164 l of enantioselectivity was obtained for the cyclopropanation of unfunctionalized olefins when a chir

165 iding a valuable approach for the asymmetric cyclopropanation of unfunctionalized olefins.

166 ant competing reaction in the intramolecular cyclopropanation of unsaturated terminal epoxide 22.

167 thylpiperidide (LTMP)-induced intramolecular cyclopropanation of unsaturated terminal epoxides provid

168 The diastereoselective cyclopropanation of various alkenes with diazoacetate de

169 b featured diastereoselective intramolecular cyclopropanations of chiral allylic diazoacetates and a

170 cts from subsequent catalytic intermolecular cyclopropanations of the halodiazoesters and halodiazoph

171 CurF specifically catalysed an unprecedented cyclopropanation on the chlorinated product of Cur ECH(2

172 acid, via Simmons-Smith-type stereoselective cyclopropanations on the respective fluoroallyl alcohols

173 hat M. tuberculosis is viable either without cyclopropanation or without cyclopropanation and any oxy

174 ds led to a more than twofold improvement in cyclopropanation performance (total TTN).

175 An intramolecular cyclopropanation proceeds with preservation of the olefi

176 An in situ alkoxide directed cyclopropanation proceeds with the formation of two more

177 his is consistent with a highly asynchronous cyclopropanation process.

178 ia a putative carbenoid intermediate to form cyclopropanation product 3,3-dimethyl-5-phenylbicyclo[3.

179 n the aniline nitrogen nucleophile, either a cyclopropanation product or dimerization product was obt

180 The cyclopropanation products were obtained with excellent d

181 An alternative straightforward cyclopropanation protocol using a catalytic amount of 2,

182 In situ cyclopropanation provides syn-cis-disubstituted cyclopro

183 Because direct cyclopropanation provides syn-cyclopropyl alcohols, the

184 The key synthetic step is a cyclopropanation reaction between 2(5H)-furanone and a s

185 A new cyclopropanation reaction involving Calpha-Si bond inser

186 3Al mediated intramolecular epoxide opening, cyclopropanation reaction is described.

187 th zirconocene complex and alkyl zinc in the cyclopropanation reaction is proposed.

188 inverse electron-demand Diels-Alder (IEDDA)/cyclopropanation reaction of diazines was discovered by

189 27a-c)] have been synthesized by the Bingel cyclopropanation reaction of the respective exTTF-contai

190 Attempts to perform the same cyclopropanation reaction on (I(h)()) Sc(3)N@C(80) faile

191 osition of the furan ring; in this case, the cyclopropanation reaction takes place on the opposite fa

192 A robust intramolecular cyclopropanation reaction was first performed on pyranop

193 -catalyzed intramolecular diastereoselective cyclopropanation reaction was used to set the second ste

194 hieved through a cobalt-catalyzed asymmetric cyclopropanation reaction.

195 exes were found to effectively catalyze both cyclopropanation reactions and C-H insertions as well as

196 Here, using olefin cyclopropanation reactions catalysed by dendrimer-encaps

197 1,3-dipolar cycloaddition and Bingel-Hirsch cyclopropanation reactions from suitably functionalized

198 panes by means of myoglobin-catalyzed olefin cyclopropanation reactions in the presence of 2-diazo-1,

199 An investigation of the intramolecular cyclopropanation reactions of alpha-diazo-beta-ketonitri

200 s as versatile reagents for Corey-Chaykovsky cyclopropanation reactions of nitro styrenes.

201 It also catalyzes cyclopropanation reactions of these carbene precursors w

202 tones and pyrazoles, and palladium-catalyzed cyclopropanation reactions on laboratory scale.

203 or phytoene synthase, which catalyze c1'-2-3 cyclopropanation reactions similar to the CPPase reactio

204 aprolactone to participate in intermolecular cyclopropanation reactions.

205 is reflected in the yield of gold-catalyzed cyclopropanation reactions.

206 st significant deficiencies of Simmons-Smith cyclopropanation reactions.

207 ne preferred in corresponding intermolecular cyclopropanation reactions.

208 f enantioselectivity in catalytic asymmetric cyclopropanation reactions.

209 reactivity in their ability to undergo arene cyclopropanation reactions; other similar acceptor-accep

210 methyl groups were attached by electrophilic cyclopropanation-ring opening.

211 that was terminated by reduction, an unusual cyclopropanation sequence, or trapping with H2O, dependi

212 Kinetic studies on the cyclopropanation show an induction period that is consis

213 he combination of a strategic intramolecular cyclopropanation step plus the acid-catalyzed isomerizat

214 Highly enantioselective cyclopropanations, tandem cyclopropanation/Cope rearrang

215 erview of the most important and widely used cyclopropanation techniques is presented, followed by a

216 reactions, the free energy of activation for cyclopropanation tends to decrease with the higher aggre

217 alkoxy enamines can be subjected to a tandem cyclopropanation to afford aminocyclopropyl carbinols wi

218 ation of the allylic silyl ether resulted in cyclopropanation to form the anti-cyclopropyl silyl ethe

219 koxides, which are then subjected to in situ cyclopropanation to furnish vinyl cyclopropyl alcohols.

220 endant alkene is present, diastereoselective cyclopropanation to give 2-aminobicyclo[3.1.0]hexanes.

221 ess involves Pd(II)-catalyzed intramolecular cyclopropanation to produce vinylcyclopropanes and a sub

222 then subjected to in situ alkoxide-directed cyclopropanation to provide cyclopropyl alcohols.

223 dine (1.1 equiv), which is effective for the cyclopropanations, to NaOAc (4.0 equiv), the spontaneous

224 An analysis of computed cyclopropanation transition state parameters reveals sig

225 carbenoid, and an asynchronous but concerted cyclopropanation transition state.

226 he chiral catalyst engages in a very similar cyclopropanation transition-state geometry.

227 or intermolecular Rh(2)(S-PTTL)(4)-catalyzed cyclopropanation using alpha-alkyl-alpha-diazoesters.

228 on-carbon bond formation, and intramolecular cyclopropanation using iodonium ylides.

229 ediated systems effectively induced stepwise cyclopropanation via carbocupration of alkenes.

230 a gold(I)-catalyzed alkyne hydroarylation, a cyclopropanation via formal [3 + 2] cycloaddition/nitrog

231 ed chlorohydrins also undergo intramolecular cyclopropanation via in situ epoxide formation.

232 This domino reaction involves the initial cyclopropanation via intramolecular ring-opening of gamm

233 The asymmetric cyclopropanation was also demonstrated with the use of c

234 slow rate precluded the likelihood that the cyclopropanation was predominately occurring by a releas

235 e stereochemical course of rhodium catalyzed cyclopropanations, which is likely also applicable to ot

236 Cyclopropanation with ethyl diazoacetate was concluded t

237 their synthesis had been a poorly selective cyclopropanation with ethyl diazoacetate.

238 azo-beta-ethylcaprolactone in intermolecular cyclopropanation with styrene were unsuccessful.

239 ve catalyst for catalyzing asymmetric olefin cyclopropanation with the acceptor/acceptor-type diazo r

240 f mmaA1 from M. tuberculosis abolishes trans cyclopropanation without accumulation of trans-unsaturat

241 diazo precursors, which upon intramolecular cyclopropanation yielded a library of N-O containing cyc

242 as heteroatom-hydrogen insertion reactions, cyclopropanation, ylide formation, Wolff rearrangement,