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1 hich upon reductive elimination releases the cyclopropane.
2 he usually inert sites of the donor-acceptor cyclopropane.
3 etabolites possessing a masked electrophilic cyclopropane.
4 ketone to form an enone containing the vinyl cyclopropane.
5 rgy (1.8 kcal/mol) of a cyclobutane versus a cyclopropane.
6 regioselective anti-Markovnikov cleavage of cyclopropane.
7 alkylates DNA with an unusual electrophilic cyclopropane.
8 ylation of the C-C sigma bonds of alkylidene cyclopropanes.
9 ipolar cycloaddition chemistry of azides and cyclopropanes.
10 ts together three acetophenones to construct cyclopropanes.
11 ither diastereomer of di- and trisubstituted cyclopropanes.
12 dity and lipophilicity of monofunctionalized cyclopropanes.
13 a highly regioselective aminofluorination of cyclopropanes.
14 access to synthetically useful hydroxymethyl cyclopropanes.
15 cloisomerization of enynes to trisubstituted cyclopropanes.
16 cycloaddition of nitrones to donor-acceptor cyclopropanes.
17 -based carbonylative C-C bond activations of cyclopropanes.
18 ross-couplings, affording highly substituted cyclopropanes.
19 ve small-size rings such as cyclobutanes and cyclopropanes.
20 on of acyclic cinnamyl chlorides to strained cyclopropanes.
21 and green approach towards the synthesis of cyclopropanes.
22 approach for the synthesis of functionalized cyclopropanes.
23 alogous to that observed with donor-acceptor cyclopropanes.
24 opening cyclizations of donor-acceptor (D-A) cyclopropanes.
25 nd to be stereospecific as in the case of DA cyclopropanes.
26 and enamides to afford 1,2,3-trisubstituted cyclopropanes.
27 catalyzed enantioselective C-H activation of cyclopropanes.
28 olds affords multifunctional, donor-acceptor cyclopropanes.
29 sigma-bond activation of strained alkylidene cyclopropanes.
30 g by the more mature field of donor-acceptor cyclopropanes.
31 tioselective methods for the ring opening of cyclopropanes.
32 nish a variety of enantiopure trisubstituted cyclopropanes.
33 nish a variety of enantiopure trisubstituted cyclopropanes.
34 -C bond activation of "simple" electron poor cyclopropanes.
35 emains difficult, especially for unactivated cyclopropanes.
38 rived from 1'-methyl-3',4'-dihydro-1'H-spiro[cyclopropane-1,2'-quinoline] (6) and 6'-chloro-1'-methyl
39 6'-chloro-1'-methyl-3',4'-dihydro-1'H-spiro[cyclopropane-1,2'-quinoline] (7) are 3.5 x 10(2) s(-1) a
40 ctron (NIPE) spectra of the radical anion of cyclopropane-1,2,3-trione, (CO)3(*-), have been obtained
44 l)amino)isoxazol-5 -yl)-[1,1'-biphenyl]-4-yl)cyclopropane-1-carboxylic acid) in rhesus monkeys to ima
45 roach for the dimerization of donor-acceptor cyclopropanes (2-arylcyclopropane-1,1-dicarboxylates) un
48 lkene moiety, subsequent ring-opening of the cyclopropane affords either cyclopentane or cyclohexane
49 (1H)one derivatives was achieved by reacting cyclopropane aldehydes with N'-aryl anthranil hydrazides
50 n demonstrated for the synthesis of a chiral cyclopropane aldol and a gamma-lactone in a >95:5 diaste
51 f one tripeptide incorporating a fluorinated cyclopropane amino acid (FCAA) analogue is reported.
52 tuted amino acids, chiral alkenyl-containing cyclopropane amino acids were synthesized via a two-step
53 (1), and a less active but extremely stable cyclopropane analog 2, which is currently undergoing pre
54 und: a straightforward decoordination of the cyclopropane and a cationic rearrangement of the three-m
56 ocol to access carbazole from donor-acceptor cyclopropane and indonyl alcohol via [3+3] annulation in
57 -catalyzed annulation between donor-acceptor cyclopropane and N-tosylaziridinedicarboxylate to access
58 pproaches based on the reaction of nonchiral cyclopropanes and (dynamic) kinetic resolutions and asym
60 leophilic ring-opening products from the D-A cyclopropanes and 1-naphthylamines and their subsequent
61 d styrenes under Rh2(OAc)4 catalysis to give cyclopropanes and dihydrofurans in a highly regioselecti
62 We describe the synthesis of a variety of cyclopropanes and epoxides by combining a readily access
66 Characterization of immune responses to the cyclopropane- and MAMT-deficient strains indicated that
70 lectron oxidation, the relatively inert aryl cyclopropanes are readily converted into reactive radica
71 yclization reactions of donor-acceptor (D-A) cyclopropanes are recognized as versatile methods for co
78 ss-coupling to form diverse tetrasubstituted cyclopropanes bearing all-carbon quaternary stereocenter
82 t, which subsequently fragments the strained cyclopropane bond to give a lower energy and unreactive
84 llowed by cleavage of one of the two C-CH(2) cyclopropane bonds as previously proposed by the Fabian
85 ther undergoes spontaneous cyclizations to a cyclopropane-bridge-containing hexacyclic framework that
86 port the first example of the use of alkenyl cyclopropane building blocks to constrain MDM2-targeting
87 an be used to produce a product that lacks a cyclopropane but retains a quaternary stereogenic center
88 > n-BuI > n-BuBr approximately (bromomethyl)cyclopropane (but t-Bu2C horizontal lineO < ClSiMe3 in T
90 ric synthesis of trifluoromethyl-substituted cyclopropanes by means of myoglobin-catalyzed olefin cyc
91 ereoselective synthesis of cis-disubstituted cyclopropanes by the Au(I)/PPh(3)-catalyzed cycloadditio
92 Directed intramolecular protonolyis of the cyclopropane C-C bond is demonstrated as a strategy to g
94 bles highly enantioselective Pd(0)-catalyzed cyclopropane C-H functionalization using trifluoroacetim
95 tion is stereospecific, and optically active cyclopropanes can be reacted with high optical purities
96 -type ring expansion of the aryl-substituted cyclopropane carbaldehydes with the hydroxylamine salt i
98 act with Michael acceptors to give esters of cyclopropane carboxylic acids substituted with p-nitroar
100 The subsequent beta-hydride elimination and cyclopropane cleavage are competitive, determining the e
102 acyclopentene intermediate, in contrast to a cyclopropane cleavage pathway in the reaction with Rh(I)
103 acid induced isomerization of donor-acceptor cyclopropanes, containing an alkenyl moiety and diverse
104 designed and synthesized a series of chiral cyclopropane-containing alpha4beta2-specific ligands tha
106 from Capitella teleta (Ct) in complex with a cyclopropane-containing selective alpha4beta2-nicotinic
108 nabled the multigram synthesis of the chiral cyclopropane core of four drugs (Tranylcypromine, Tasime
109 in a variety of carbocyclic rings, including cyclopropanes, cyclobutanes, cyclopentanes, cyclohexanes
110 ries made in the gold-catalyzed synthesis of cyclopropanes, cyclopropenes, cyclobutanes, cyclobutenes
111 ess for (4 + 2)-annulation of donor-acceptor cyclopropanes (DACs) with unsaturated compounds in the p
114 ize the peculiar (1)H NMR chemical shifts of cyclopropane (delta 0.22) and cyclobutane (delta 1.98) w
115 intermediate to afford the cis-disubstituted cyclopropane derivative in a high cis/trans diastereomer
116 In this work, ring-opening reactions of cyclopropane derivatives under hydrogen catalyzed by met
117 to a number of densely functionalized chiral cyclopropane derivatives, including alpha-cyclopropyl-be
118 n the cyclohexyl system, a small amount of a cyclopropane derived from 1,3-hydrogen migration occurs,
119 he substituents on both the carbinol and the cyclopropane determine both chemo- and stereoselective o
120 ucture, which favor the formation of the cis-cyclopropane diastereomer of 1 R,2 S absolute configurat
122 nes when subjected to cycloaddition with the cyclopropane diester afford a trouble-free formulation o
124 e styrene, we synthesized non-natural phenyl cyclopropanes directly from D-glucose in single-vessel f
127 transport calculations, which show that the cyclopropane dumbbell gives a higher calculated single-m
128 of spectroscopic techniques reveals that the cyclopropane dumbbell possesses better electronic commun
130 expected to find utility in the synthesis of cyclopropanes, epoxides and their derivatives, as well a
131 s decrease was accompanied by an increase in cyclopropane FA content, this was not at the expense of
134 limidazolium chloride include an increase in cyclopropane fatty acids in the cell membrane, scavengin
136 of unsaturated fatty acids and low levels of cyclopropane fatty acids, (iii) increased membrane fluid
137 synthesis of cis-configured trifluoromethyl cyclopropanes for a broad range of substrates with excel
138 amolecular transformations of donor-acceptor cyclopropanes for cycloisomerizations, formal cycloaddit
139 ough the catalytic oxidative ring-opening of cyclopropanes for the synthesis of 1,3-fluoroacetoxylate
142 ctive synthesis of novel multifunctionalized cyclopropanes from gamma,delta-epoxy malonates and amine
143 t of common readily available donor-acceptor cyclopropanes, functionalized with ester, keto, nitro, c
145 and bridged benzomorphanones, starting from cyclopropane-fused benzomorphanothiones and benzomorphan
146 bonyl compounds furnishes the donor-acceptor cyclopropane-fused benzoxa[3.2.1]octane scaffold with ex
147 ntramolecular cyclopropanations resulting in cyclopropane-fused gamma-lactones, which are key motifs
148 fforded medicinally relevant benzoindolines, cyclopropane-fused indenopyridines, pyrroloquinolines, o
150 containing Tet-v2.0 reacts selectively with cyclopropane-fused trans-cyclooctene (sTCO) with a bimol
151 er mechanism for the asymmetric synthesis of cyclopropane-fused-delta-lactones, which are key structu
152 he interactions of the Walsh orbitals of the cyclopropane group with the breaking C-N bonds in N2 los
153 t a dimethyl group at C4 as well as a C9,C19 cyclopropane group, as found in oryzanol, negatively aff
155 ituted C-C bond of the cis-1,2-disubstituted cyclopropane has steric repulsions from the substituent,
157 led acid-catalyzed cleavage of the resulting cyclopropane (HCl), further improvements in a unique int
159 ClbS or an active site residue mutant reveal cyclopropane hydrolase activity that converts the electr
160 a molecular-level view of the first reported cyclopropane hydrolase and support for a specific mechan
162 ange of alkenes, affording the corresponding cyclopropanes in high yields with effective control of b
164 straightforward access to highly substituted cyclopropanes in two steps from commercially available a
165 wn that the reactivity of the donor-acceptor cyclopropane increases with the increase of the electron
166 to divert the mechanistic pathway toward the cyclopropane instead of the previously obtained benzocyc
167 ed to gain access to not only monobrominated cyclopropanes, interesting building blocks for further u
168 a design in which a reactive donor-acceptor cyclopropane intermediate is generated by in situ conden
170 esses or transformations through nonisolable cyclopropane intermediates generated from cyclopropenes.
171 rising from an aromatic-like ring current in cyclopropane, involving six electrons in the three C-C b
172 to show in this review that the cleavage of cyclopropane is a powerful approach to reveal sp(3) ster
173 opropane substrate, the substituent from the cyclopropane is away from the reaction center in both pa
174 h of the two diastereotopic C-CH(2) bonds of cyclopropane is cleaved in the second step of the proces
176 iles at the donor position of donor-acceptor cyclopropanes is described, representing an inversion of
180 intermolecular reactivity of donor-acceptor cyclopropanes is widely reported, reviews that center on
187 ch is governed by rapid isomerization of the cyclopropane moieties at ~1.2 nN, from the force-rate co
189 s a large preference for N2 loss anti to the cyclopropane moiety rather than syn from adducts formed
190 of the initial S(N)2-like imine attack on a cyclopropane molecule together with a high diastereosele
191 tegic considerations for introduction of the cyclopropane motif in a collection of recent total synth
192 ed to enable the synthesis of various unique cyclopropane natural products or use of cyclopropanes as
193 stereoselective synthesis of polysubstituted cyclopropanes nowadays allow chemists to easily access t
194 also carried out, and a revised C-H BDE for cyclopropane of 108.9 +/- 1.0 kcal mol(-1) is recommende
195 ase activity that converts the electrophilic cyclopropane of the colibactins into an innocuous hydrol
196 vergent fragment coupling via a nucleophilic cyclopropane opening, a highly diastereoselective formal
197 ules have been synthesized containing either cyclopropane or pyrrolidine rings connecting two fullere
199 esence of MgI2 as Lewis acid, donor-acceptor cyclopropanes or corresponding cyclobutanes were treated
201 Complex molecular architectures containing cyclopropanes present significant challenges for any syn
205 c alkenes to obtain C(sp(2))-H alkylation or cyclopropane products are valuable transformations for s
206 under mild conditions, affording the desired cyclopropane products in high yields with both high dias
207 literature, many examples of these polarized cyclopropanes' reactivity with nucleophiles, electrophil
210 Theoretical investigation of cyclopropane-to-cyclopropane rearrangements of sterols indicates a role
214 acilitate the homolytic fragmentation of the cyclopropane ring and the subsequent radical cyclization
215 ross-ring C-C cleavages on both sides of the cyclopropane ring are observed for cyclopropyl lipids, r
218 ne scaffold (I), the relocation of the fused cyclopropane ring bond and the shifting of the oxygen at
219 catalyzes a cryptic chlorination leading to cyclopropane ring formation in the synthesis of the natu
221 highly substituted and sterically encumbered cyclopropane ring have been isolated from the marine red
224 N-(2-phenylcyclopropyl)aniline (8) undergoes cyclopropane ring opening with a rate constant of 1.7 x
225 e the corresponding radical cation undergoes cyclopropane ring opening with a rate constant of only 4
227 electively at the methylene C-H bonds of the cyclopropane ring over methine or methyl C-H bonds.
229 20% bicyclogermacrene, a hydrocarbon with a cyclopropane ring that underlines the dual 1,10-/1,11-cy
230 dition of the distal carbon-carbon bond of a cyclopropane ring to the palladium(0) catalyst and the r
231 ctionalized bicyclic sugar unit to which the cyclopropane ring was introduced via carbene addition.
232 hanism, and the peculiar contribution of the cyclopropane ring, have been scrutinized via DFT calcula
239 (UVPD-MS) for structural characterization of cyclopropane rings in bacterial phospholipids and MAs.
240 insight into the importance of mycolic acid cyclopropane rings in the PMB and provide the first evid
243 rium tuberculosis cell wall, are modified by cyclopropane rings, methyl branches, and oxygenation thr
249 catalyst, the organocatalytically activated cyclopropanes show an unexpected and highly stereoselect
251 e studies demonstrate how the combination of cyclopropane strain release and the templating effect of
252 cause of the weak acidity of alpha C-H bond (cyclopropanes), strong sensitivity of the strained ester
253 ency and efficacy associated with C-terminal cyclopropane substitution is postulated to be driven by
257 In this reaction, cyclobutanones serve as cyclopropane surrogates, reacting in a formal (4+2-1) tr
258 ulating crop, we expressed nine higher plant cyclopropane synthase (CPS) enzymes in the seeds of fad2
259 nes coexpressing LcPDCT and Escherichia coli CYCLOPROPANE SYNTHASE (EcCPS) showed up to a 50% increas
260 ential and sits upstream of cmaA2 encoding a cyclopropane synthase dedicated to keto- and methoxy-MAs
261 Here, we demonstrated that mycolic acid cyclopropane synthase PcaA, but not MmaA2, was phosphory
262 at pH 1) relative to N-Boc-CBI containing a cyclopropane (t(1/2) = 133 h at pH 3) may be attributed
263 ing the synthesis, we isolated an unexpected cyclopropane that presumably stems from a carbonium ion
264 o- and diastereoselectivity to afford unique cyclopropanes that can be further functionalized to prov
266 least substituted carbon-carbon bond of the cyclopropane to form a platinacyclobutane intermediate.
268 pecifically, upon exposure of donor-acceptor cyclopropanes to alcohols in the presence of a cyclometa
269 s] via [3+2]-cycloaddition of donor-acceptor cyclopropanes to electron-poor ketimines, iminooxindoles
270 c C-C-bond activation of electron-poor vinyl cyclopropanes to generate synthetically useful a1,a3,d5-
273 ic Rh(I)-catalyst systems, amino-substituted cyclopropanes undergo carbonylative cycloaddition with t
275 ene (1) by the single bond in the endo-fused cyclopropane unit of carbene 3 led to similar outcomes.
276 a general strategy for the 1,3-oxidation of cyclopropanes using aryl iodine(I-III) catalysis, with e
278 ocol toward amino-substituted donor-acceptor cyclopropanes via the formal nucleophilic displacement i
279 bly line and incorporating two electrophilic cyclopropane warheads into the final natural product sca
280 y selective construction of poly-substituted cyclopropanes which can be transformed into acyclic deri
281 ing oxo-amination of electronically unbiased cyclopropanes, which enables the expedient construction
282 generation catalyst) gives the corresponding cyclopropane with an enantiomeric ratio of 70/30 and, th
283 exclusively obtained in yield of 51-99% when cyclopropanes with a 2-substituted alkenyl group as a do
284 for the [4 + 2] annulation of donor-acceptor cyclopropanes with acetylenes under the effect of anhydr
285 ing opening reaction of Donor-Acceptor (D-A) cyclopropanes with alkyl hydroperoxides is reported to f
286 d oxidative C-H alkylation of donor-acceptor cyclopropanes with bisaryl hydrazones is accomplished to
288 able of providing access to 1-carboxy-2-aryl-cyclopropanes with high trans-(1R,2R) selectivity and ca
291 of gamma-butyrolactone-fused donor-acceptor cyclopropanes with nitriles has been explored for the ac
292 opane-1,1-diesters as well as donor-acceptor cyclopropanes with other types of electron-withdrawing a
293 hese gamma-cyanoesters by direct reaction of cyclopropanes with sodium cyanide under typical S(N)2 co
294 egioselective ring-opening of donor-acceptor cyclopropanes with the Zn-AcOH reductive system was deve
295 rd method for ring opening of donor-acceptor cyclopropanes with trimethylsilyl cyanide as a surrogate
296 ncyclilizing 1,3-bisfunctionalization of D-A cyclopropanes with two different functional groups and r
297 on of aroyl-substituted donor-acceptor (D-A) cyclopropanes with two equivalents of 1-naphthylamines i
299 ubstrate spiro[bicyclo[2.2.1]hept-2-ene-7,1'-cyclopropane] with Pt(II) catalysts such as (Me2bpy)PtPh