ライフサイエンスコーパス: stereogenic center

1 th full stereocontrol of the newly generated stereogenic center.

2 acks a cyclopropane but retains a quaternary stereogenic center.

3 in good yields without epimerization at the stereogenic center.

4 employ asymmetric catalysis to introduce the stereogenic center.

5 the reaction generates an additional carbon stereogenic center.

6 distinct transition structures owing to the stereogenic center.

7 that bear an N-substituted quaternary carbon stereogenic center.

8 s bearing an N-substituted quaternary carbon stereogenic center.

9 olute stereochemistry of the C-10 quaternary stereogenic center.

10 astereomers after introduction of the second stereogenic center.

11 the derived epoxides to give the quaternary stereogenic center.

12 lectivity (86:14-98:2) for the newly created stereogenic center.

13 rsion, without inversion of the adjacent CHD stereogenic center.

14 y aldehydes bearing only an alpha- or a beta-stereogenic center.

15 rge)/M (medium) substituents attached to the stereogenic center.

16 stablishes the absolute configuration at the stereogenic center.

17 similar, but differ only with regard to one stereogenic center.

18 inversion of absolute configuration at C(5) stereogenic center.

19 ansformation leads to the formation of a new stereogenic center.

20 l moiety and bears a tert-butyl group at the stereogenic center.

21 ized core, possessing a series of contiguous stereogenic centers.

22 and (S)-propylene oxide as the source of the stereogenic centers.

23 hains bearing multiple contiguous quaternary stereogenic centers.

24 alized tetracyclic core and introduces three stereogenic centers.

25 chains adjacent to nitrogen and up to three stereogenic centers.

26 rbon bonds and all the associated quaternary stereogenic centers.

27 -cyclopentaneoxindoles with four consecutive stereogenic centers.

28 cular complexity and formation of quaternary stereogenic centers.

29 forming process, which generates two vicinal stereogenic centers.

30 ity from a trivial acyclic substrate with no stereogenic centers.

31 stall the desired stereochemistry at the key stereogenic centers.

32 ar Michael addition reaction to form two new stereogenic centers.

33 odology for the generation of vicinal alkane stereogenic centers.

34 chloroazetidines containing three contiguous stereogenic centers.

35 carbo- and heterocycles that contain two new stereogenic centers.

36 rt concomitant stereocontrol over additional stereogenic centers.

37 gree of structural complexity and up to five stereogenic centers.

38 eoselective construction of three contiguous stereogenic centers.

39 carbon-carbon bonds, two new rings, and 3-7 stereogenic centers.

40 ent diastereoselective introduction of other stereogenic centers.

41 the same time the control of an array of new stereogenic centers.

42 ore, which necessitated an inversion at both stereogenic centers.

43 ounds containing a pyrrolidine ring with two stereogenic centers.

44 ereoisomers of a given product with multiple stereogenic centers.

45 nce of numerous methyl- and hydroxyl-bearing stereogenic centers.

46 action to form lactam products with multiple stereogenic centers.

47 the iterative installation of the requisite stereogenic centers.

48 nner to afford products with up to three new stereogenic centers.

49 es two new carbon-carbon bonds at contiguous stereogenic centers.

50 (de)) stereoselectivity at both newly formed stereogenic centers.

51 sulted in the installation of the C9 and C9a stereogenic centers.

52 high stereoselectivity at both newly formed stereogenic centers.

53 h syntheses and established four consecutive stereogenic centers.

54 nalized polycyclic systems bearing up to six stereogenic centers.

55 diol synthon for the introduction of two key stereogenic centers.

56 atives with simultaneous controlling of five stereogenic centers.

57 logy for the introduction of six of the nine-stereogenic centers.

58 c cyclization reaction that produces two new stereogenic centers.

59 enzofuran and indene, each generating 12 new stereogenic centers.

60 ontrolled formation of two new bonds and two stereogenic centers.

61 azabicycle, two N,O-acetal linkages, and six stereogenic centers.

62 ed drug-like properties and incorporates two stereogenic centers.

63 d isochroman products with fully substituted stereogenic centers.

64 tituted alkenes, affording quaternary carbon stereogenic centers.

65 ssing several functional groups and multiple stereogenic centers.

66 delity at the alkyl halide and ether bearing stereogenic centers.

67 allows for full control over the two vicinal stereogenic centers.

68 boxylates to give products with two or three stereogenic centers.

69 ihydropyran frameworks with three contiguous stereogenic centers.

70 the synthesis of carbon chains that bear 1,5-stereogenic centers.

71 ne- and hydroxyl-substituted tertiary carbon stereogenic centers.

72 Because of the preexisting phosphorus stereogenic center, a mixture of two diastereomers of th

73 ation sequence to install the C(1) and C(13) stereogenic centers, a Petasis-Ferrier union/rearrangeme

74 lylboronate reagent that contains an allylic stereogenic center, additions were exceptionally alpha-s

75 ut any epimerization of the acid/base labile stereogenic center adjacent to the nitro group on the pi

76 troduction of a pseudoaxial substituent at a stereogenic center adjacent to the nitrogen atom in bina

77 metric glycolate alkylation to establish the stereogenic centers adjacent to the ether linkage and a

78 oxy-4-methylpentanoic acid; O-Leu) with five stereogenic centers all having S-stereochemistry.

79 These chiral scaffolds contain three stereogenic centers along with orthogonally protected fu

80 The NMR spectra of piperidines with the stereogenic center alpha or beta to the nitrogen atom ex

81 ix- or seven-membered cyclic amines having a stereogenic center alpha to nitrogen.

82 from the chiral oxazoline moiety, where the stereogenic center alpha to the oxazoline oxygen atom is

83 ition across conjugated enynes can produce a stereogenic center and an axially chiral allene simultan

84 ary stereochemistries at the newly generated stereogenic center and axially chiral allene.

85 ne used (R)-glycidol as the origin of the C4 stereogenic center and featured a late-stage optional in

86 used to establish the all-carbon quaternary stereogenic center and the tetracyclic structure of the

87 a chiral pool approach to generate the three stereogenic centers and a ring-closing metathesis (RCM)

88 eso 1,2-diols to furnish products with three stereogenic centers and a terminal alkyne group in one o

89 Products contain two contiguous stereogenic centers and are obtained in up to 91% yield,

90 with concomitant creation of at least three stereogenic centers and complete diastereocontrol.

91 skeleton with simultaneous generation of new stereogenic centers and expansion of the internal cavity

92 y controlled introduction of four quaternary stereogenic centers and guided the assembly of four cycl

93 6H-benzo[c]chromenones with four consecutive stereogenic centers and high enantioselectivity (up to >

94 r the synthesis of acyclic quaternary carbon stereogenic centers and it represents the first example

95 d the synthesis of acyclic quaternary carbon stereogenic centers and provides the first example of th

96 stereoselectivity with the formation of five stereogenic centers and three rings.

97 substituted heterocycles that contain three stereogenic centers and up to four fused rings can be ac

98 n of sp(3) -hybridized carbons and number of stereogenic centers) and diverse (as assessed by Tanimot

99 ), no erosion in optical purity for proximal stereogenic centers, and a tolerance for unprotected alc

100 the production of two new C-C bonds, two new stereogenic centers, and one quaternary carbon center in

101 two new carbon-carbon sigma-bonds, three new stereogenic centers, and two new rings, albeit with the

102 ad to the formation of all-carbon quaternary stereogenic centers are also disclosed.

103 Stereogenic centers are created by functionalizing proch

104 In this process, three new bonds and two new stereogenic centers are created in a single-pot operatio

105 1,2-addition to alkenes, where two adjacent stereogenic centers are created, 1,4-addition across con

106 hiral perylenequinones absent any additional stereogenic centers are described.

107 ntaining boron-substituted quaternary carbon stereogenic centers are disclosed.

108 t enantiopure examples containing quaternary stereogenic centers are extremely rare.

109 ophiles and lead to products having tertiary stereogenic centers are followed by an exceptionally ste

110 B-substituted tertiary or quaternary carbon stereogenic centers are presented.

111 The two stereogenic centers are set by DERA with enantiomeric ex

112 inally to a fused tricyclic adduct with four stereogenic centers as a single diastereoisomer.

113 tropyrazolidines containing three continuous stereogenic centers as a single diastereomer in up to 99

114 superior stereocontrol over the C-4 and C-15 stereogenic centers as well as allowing for more functio

115 lity is faithfully transferred into multiple stereogenic centers as well as olefin geometry.

116 d the bicyclic products, which possess three stereogenic centers, as single diastereoisomers in high

117 ng process, where the large (L) group at the stereogenic center (assigned on the basis of conformatio

118 Six of the eight stereogenic centers associated with the natural product

119 n solution inversion of configuration of the stereogenic center at C(2) via "the N(1)-C(2) bond cleav

120 tereoselective aldol reaction to control the stereogenic center at C13, and a stereocontrolled reduct

121 stereocontrolled reduction to introduce the stereogenic center at C15.

122 addition catalyzed by BphI, the S-configured stereogenic center at C4 is created via attack of a pyru

123 by observed NOE interactions with the known stereogenic center at the 5-position.

124 The absolute configuration of the carbon stereogenic center at the aminal moiety is thermodynamic

125 branched allylic ester to set the quaternary stereogenic center at the core of the spiroimine ring sy

126 rd 1,4-dienes containing a quaternary carbon stereogenic center at their C-3 site, are disclosed.

127 s and constant absolute configuration of the stereogenic centers at all of the peripheral chains (com

128 and 1,6-disubstituted cyclohexenes with the stereogenic centers at allylic positions.

129 rongly dependent on the configuration of the stereogenic centers at C-20 and C-22.

130 nt and stereocontrolled construction of both stereogenic centers at C-3 and C-4 by cleavage of a subs

131 used to incorporate the remaining two ketide stereogenic centers at C34 and C35.

132 dies for the final structure assignment, the stereogenic centers at the tetrahydropyran moiety of (+)

133 ctates the subsequent stereochemistry of the stereogenic centers at three carbon atoms (C(3a), C(9a),

134 ey new functionalities, including quaternary stereogenic centers bearing moieties such as fluorine an

135 form products containing allylic quaternary stereogenic centers bearing N.

136 OPEs decreases upon increasing the number of stereogenic centers, being totally canceled for compound

137 der [4 + 2] cycloaddition, in which a single stereogenic center between the diene and the dienophile

138 Moreover, the replacement of one Calpha-stereogenic center by a nitrogen atom results in a signi

139 d anisochronous even when separated from the stereogenic center by up to 24 bonds (in 20c).

140 ropyl-fused pyrrolidine, which contains four stereogenic centers, by employing the N-O tethered carbe

141 c acid A, containing two remotely positioned stereogenic centers, by sequential use of two different

142 yclopentenone ring was key, generating a new stereogenic center (C-2 in 1a).

143 Nine propargylic acetates, bearing a stereogenic center (-C*HXR(2)) adjacent to the electroph

144 Tertiary propargylic cations with a stereogenic center (-C*HXR(2)) in the alpha position wer

145 The configurations of the stereogenic centers C8, C9, and C10 have been determined

146 e chiral selectors, the configuration of the stereogenic center can be controlled and altered for mec

147 ched pyrrolidine products, which contain two stereogenic centers, can undergo rearrangement to yield

148 c methylene group in the alpha-position to a stereogenic center (-CHMeX), and with four chiral cyclic

149 stereoselective reactions; and (iii) a P(2)-stereogenic center containing an exchangeable phosphonat

150 In all cases, a quaternary stereogenic center could be perfectly assembled, with a

151 n to control formation of the two additional stereogenic centers created through the cyclization.

152 ium complex to form products with contiguous stereogenic centers derived from the nucleophile and ele

153 porphyrin twist is clearly controlled by the stereogenic center despite the Z/E conformational comple

154 l products containing remote, methyl-bearing stereogenic centers [e.g., (R)-tuberculostearic acid], w

155 c epoxy alcohols with up to three contiguous stereogenic centers, enabling the rapid construction of

156 ayed by both enzymes, which ensures that the stereogenic center established by the transaminase is no

157 es at C(8) and C(9) allows assignment of all stereogenic centers (except C(3)) in this unusual tetrah

158 electivities were observed, and the resident stereogenic centers exerted marginal influence.

159 to five-membered carbocycles with all-carbon stereogenic centers following a sequence of iodonium act

160 , including the following: (i) P(2) and C(6) stereogenic centers for directing stereoselective transf

161 bons of the cyclooctane and four of the five stereogenic centers found in the eight-membered ring of

162 carbon intermediate with installation of two stereogenic centers from 2-carbon starting materials.

163 g the formation of beta-lactones bearing two stereogenic centers from achiral aldehydes (both aromati

164 of halocyclopropyl alcohols with up to four stereogenic centers from achiral starting materials.

165 alpha-amino acid derivatives containing two stereogenic centers from readily accessible N,N-disubsti

166 ts bearing aryl-substituted tertiary allylic stereogenic centers from simple, stable starting materia

167 r the formation of beta-lactones bearing two stereogenic centers, from disubstituted ketenes and achi

168 ctive synthesis of beta-lactones bearing two stereogenic centers, from disubstituted ketenes and alph

169 The products contain three new contiguous stereogenic centers, generated with a high level of ster

170 s reveals a complete inversion of the carbon stereogenic center giving a single diastereomer.

171 ed nucleophiles without epimerization of the stereogenic center, giving access to a wide range of 1,2

172 THIQ (+)-1f revealed that the newly created stereogenic center had an absolute S configuration.

173 omplex and easily transformable group at the stereogenic center has been developed via a tandem thio-

174 cts bearing an allylic all-carbon quaternary stereogenic center has been developed.

175 ring either a quaternary or a tertiary alpha-stereogenic center has been investigated in detail.

176 ion of diastereomeric derivatives with three stereogenic centers has obvious practical potential and

177 ex natural products bearing halogen atoms at stereogenic centers has underscored this critical gap in

178 ro-1H-benzo[c]azepines with three contiguous stereogenic centers have been assembled by convergent st

179 Complexity and the presence of stereogenic centers have been correlated with success as

180 reactions and the generation of new vicinal stereogenic centers if regio- and stereocontrol can be a

181 new C-C bonds and one new quaternary carbon stereogenic center in a single synthetic step, convertin

182 p is a bioinspired aldol addition to set the stereogenic center in an intermediate that requires only

183 The quaternary stereogenic center in each product is set at the final s

184 a-unsaturated carbonyl compounds that bear a stereogenic center in either the gamma or the delta posi

185 -3,2'-pyrrole] derivatives with a quaternary stereogenic center in generally high enantioselectivitie

186 utanones with a vinyl-substituted quaternary stereogenic center in high enantioselectivities and yiel

187 of the metal syn to the methyl group of the stereogenic center in the 2H-pyran intermediate.

188 l the desired stereochemistry at the crucial stereogenic center in the natural product.

189 dulator, without stereochemical erosion of a stereogenic center in the salicylaldehyde intermediate.

190 trifluoromethyl-substituted tertiary alcohol stereogenic center in the target molecule.

191 ered macrocyclic pentaene, forming seven new stereogenic centers in a fully diastereocontrolled fashi

192 , which enables the installation of multiple stereogenic centers in a single operation.

193 e affords six-membered carbocycles with five stereogenic centers in a single step from achiral and ac

194 h total control in the creation of three new stereogenic centers in a single step.

195 tricyclic architectures with four contiguous stereogenic centers in a single step.

196 in a convergent manner, and four of the five stereogenic centers in amphidinolide W were set by asymm

197 kenes gives enecarbamates with two and three stereogenic centers in good yields with high diastereome

198 cess to lactones containing fluorine-bearing stereogenic centers in high enantio- and diastereoselect

199 ic trienes that generates five rings and six stereogenic centers in one step is described.

200 g two carbon-carbon bonds and up to four new stereogenic centers in one step.

201 p the stereochemical match between the three stereogenic centers in the corresponding products.

202 the absolute configuration of three adjacent stereogenic centers in the final products.

203 f four stereoisomers due to the two adjacent stereogenic centers in the molecule, complicating furthe

204 e reactions proceed without epimerization of stereogenic centers in the peptide chain.

205 n) reveal the influence of the proportion of stereogenic centers in the side groups connected to the

206 oxyboronates containing up to two contiguous stereogenic centers in up to 99:1 e.r. and greater than

207 ct control of four of the five newly created stereogenic centers including one all-carbon quaternary

208 forms three rings, four C-C bonds, and five stereogenic centers including three contiguous quaternar

209 e with an ether bridge and two ester-bearing stereogenic centers, including a highly unusual glycolat

210 s methodology allows the creation of vicinal stereogenic centers, including adjacent quaternary cente

211 duction of a side chain with a predetermined stereogenic center into the prostanoid ring, resulting i

212 The incorporation of fluorine atom into a stereogenic center is a highly challenging transformatio

213 secondary hydroxyl groups linked to a single stereogenic center is described.

214 he transition state of the step in which the stereogenic center is formed from enamine attack on the

215 s how the imine is activated and how the new stereogenic center is formed.

216 has also been found to be inverted when the stereogenic center is moved by one C atom simply from th

217 The C-3 stereogenic center is subsequently exploited to create t

218 etrized trisamides demonstrate that only one stereogenic center is sufficient to achieve a helical or

219 of alkyne-substituted all-carbon quaternary stereogenic centers is reported.

220 hydrobenzoxathiin core structure bearing two stereogenic centers is reported.

221 351448, a macrodiolide ionophore bearing 14 stereogenic centers, is prepared in 14 steps (LLS).

222 four orthogonal functional groups and three stereogenic centers, is shown to yield considerable dive

223 This stereogenic center, lying at the junction of two six-mem

224 array of quinolinic structures with multiple stereogenic centers, many of which resemble lignan and a

225 ric construction of an all-carbon quaternary stereogenic center of a FLAP inhibitor.

226 roceeded through a chirality transfer from a stereogenic center of a secondary alcohol to the stereog

227 eaction proceeds without racemization at the stereogenic center of the amino acid.

228 ing with the R absolute configuration to the stereogenic center of the C6-benzylic position in both c

229 One stereogenic center of the isomers was derived from the i

230 The identical absolute configuration of the stereogenic center of the major enantiomers of the produ

231 s on the strict stereocontrol exerted by the stereogenic center of the pyranone.

232 te side to the 2-phenyl group on the nearest stereogenic center of the pyrrolidine group.

233 porphyrins in the complex is dictated by the stereogenic center of the substrate, the sign of the cou

234 the carbohydrate-derived substituent at the stereogenic center of the thiochromene is versatile and

235 d the configurations of the three contiguous stereogenic centers of 1.

236 ost probably due to the mismatch between the stereogenic centers of both components.

237 bles strategic C-C bond constructions at the stereogenic centers of chiral amines.

238 ontaining all the key elements and the seven stereogenic centers of sarain A, has been successfully s

239 ng lactone controlled the formation of other stereogenic centers of the final molecule 1.

240 of the relative stereochemistry of the three stereogenic centers of the final spiranic products.

241 ation (relative cis configuration at the new stereogenic centers of the homoallyl alcohol generated)

242 of alcohol 29, which contains all six of the stereogenic centers of the natural product, was confirme

243 Control of the stereogenic centers of the polyol fragment was performed

244 eaction takes place with generation of a new stereogenic center on the C2 of the five-membered ring,

245 not able to resolve the chlorine-substituted stereogenic center on the guanidinium side chain of SynO

246 on 9c and 10c confirmed the influence of the stereogenic centers on their binding modes in the HIV-1

247 These addition reactions create up to two stereogenic centers, one of which is a quaternary center

248 , the final product contains two consecutive stereogenic centers, one of which is quaternary.

249 The approach incorporates the cyclooctane stereogenic center prior to ring formation.

250 ology, which allowed the introduction of the stereogenic centers prior to spiroketalization.

251 ith complete stereocontrol of a newly formed stereogenic center, provided crude material of high puri

252 Several stereogenic centers remain unassigned, including three w

253 bocycles containing an all-carbon quaternary stereogenic center remote from the reaction site in exce

254 enantiopure chiral enyne-allene (bearing one stereogenic center) selected as a model for this family

255 rcrowded alkenes with a notable absence of a stereogenic center show potential to function as novel m

256 e aldol tactics for construction of the nine stereogenic centers, six of which are contiguous.

257 tive steric sizes of the groups flanking the stereogenic center, such that the bulkier group protrude

258 rd access to other compounds with quaternary stereogenic centers, such as gamma-nitroaldehydes and ga

259 A tertiary stereogenic center that bears two different aryl substit

260 exity increases (i.e., all-carbon quaternary stereogenic center), the difficulty in reaching the desi

261 o stereoelectronic effects from a contiguous stereogenic center, the 5' stereochemistry was overwhelm

262 oach leading to the formation of several new stereogenic centers through a combined metalation-additi

263 t in the generation of all-carbon quaternary stereogenic centers through the addition of a vinyl unit

264 ers bearing adjacent quaternary and tertiary stereogenic centers under mild organocatalytic condition

265 ynthesis involves the induction of the first stereogenic center using Evans's chemistry and sequentia

266 t C-C bonds attached at the nitrogen-bearing stereogenic center using multifunctional alkyl iodides 6

267 reagents for the construction of quaternary stereogenic centers via the aldol addition reaction.

268 y, if one could create all-carbon quaternary stereogenic centers via the creation of several new carb

269 In addition, a key propargylic stereogenic center was created through a novel, highly d

270 h four chiral cyclic tetralins, in which the stereogenic center was positioned at carbon atom C2.

271 The C(8) stereogenic center was set by a reagent-controlled asymm

272 The stereogenic center was set using asymmetric allylic alky

273 relative stereochemistry of the two new 1,3-stereogenic centers was achieved through: (1) direct chi

274 n III, a polyenic macrolactone possessing 11 stereogenic centers, was achieved using a convergent str

275 meric products could be formed, two adjacent stereogenic centers were created simultaneously upon car

276 Both of these stereogenic centers were derived from optically active 4

277 The stereogenic centers were established by an unprecedented

278 rbon-carbon bond-forming processes and three stereogenic centers were established, with the steps fro

279 d to C-C bonds, and three rings and four new stereogenic centers were established.

280 corresponding chromanones bearing quaternary stereogenic centers were isolated in high yields with hi

281 olycyclic amines containing three contiguous stereogenic centers were obtained with excellent stereoc

282 fused azabicyclic scaffolds bearing multiple stereogenic centers were prepared with excellent diaster

283 -S-DABOs carrying two (9c, 10c) or one (10a) stereogenic centers were resolved into their individual

284 (piperazine and trigol) linkers with varying stereogenic centers were synthesized for the first time

285 The isosteres, containing four stereogenic centers, were synthesized in high yield and

286 building blocks containing tetrasubstituted stereogenic centers, which are hard to access traditiona

287 s avail cyclohexenes bearing four contiguous stereogenic centers, while mechanistic studies support o

288 ocyclization, form a C-C bond, and install a stereogenic center with >10:1 selectivity in both natura

289 The key stereogenic center with (R)-configuration was created us

290 al enolates to form an all-carbon quaternary stereogenic center with an aliphatic-substituted allylic

291 ich new carbon-bromine bonds are formed at a stereogenic center with high enantioselectivity.

292 on the absolute configuration of the single stereogenic center with the efficacy of (-)-8c superior

293 lar Hosomi-Sakurai reactions, to set vicinal stereogenic centers with excellent transfer of chirality

294 bearing tertiary or (all-carbon) quaternary stereogenic centers with exceptional site- (>98:<2 S(N)2

295 uBMe2), the synthesis of adjacent quaternary stereogenic centers with full stereocontrol was successf

296 bicyclic compounds containing four and five stereogenic centers with high diastereoselectivity and e

297 s a double homoaldol product containing four stereogenic centers with high diastereoselectivity and e

298 ectively, with the urea axis controlling new stereogenic centers with high fidelity in a variety of n

299 ed to the formation of all-carbon quaternary stereogenic centers with high stereoselectivity.

300 ialkenes or aminodialkynes provide access to stereogenic centers with the position controlled by the