CHIRAL SYNTHESIS OF 3-SUBSTITUTED AND 3,3-DISUBSTITUTED GAMMA-BUTYROLACTONES BY ENANTIOSELECTIVE DEPROTONATION STRATEGY

被引：39

作者：

HONDA, T

KIMURA, N

TSUBUKI, M

机构：

[1] Institute of Medicinal Chemistry, Hoshi University, Shinagawa-ku, Tokyo, 142

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 07期

关键词：

D O I：

10.1016/S0957-4166(00)80347-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Chiral synthesis of 3-substituted and 3,3-disubstituted gamma-butyrolactones was achieved by employing an enantioselective deprotonation of the corresponding cyclobutanone derivatives with chiral bases as a key reaction.

引用

页码：1475 / 1478

页数：4

共 20 条

[1] ASYMMETRIC DEPROTONATION OF PROCHIRAL KETONES USING CHIRAL LITHIUM AMIDE BASES
CAIN, CM
COUSINS, RPC
COUMBARIDES, G
SIMPKINS, NS
[J]. TETRAHEDRON, 1990, 46 (02) : 523 - 544
[2] CHIRAL PRODUCTS VIA ASYMMETRIC DEPROTONATION OF 4-TERT-BUTYLCYCLOHEXANONE USING CHIRAL LITHIUM AMIDE BASES
COUSINS, RPC
SIMPKINS, NS
[J]. TETRAHEDRON LETTERS, 1989, 30 (51) : 7241 - 7244
[3] ASYMMETRIC-SYNTHESIS USING HOMOCHIRAL LITHIUM AMIDE BASES
COX, PJ
SIMPKINS, NS
[J]. TETRAHEDRON-ASYMMETRY, 1991, 2 (01) : 1 - 26
[4] STUDIES IN STEREOCHEMISTRY .23. THE PREPARATION AND COMPLETE RESOLUTION OF THE 1,2-DIPHENYL-2-METHYL-1-BUTANOL SYSTEM
CRAM, DJ
ALLINGER, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (18) : 4516 - 4522
[5] ENANTIOSELECTIVE DEPROTONATION OF 2 RACEMIC CYCLIC CARBONYL-COMPOUNDS BY A CHIRAL LITHIUM AMIDE
ELEVELD, MB
HOGEVEEN, H
[J]. TETRAHEDRON LETTERS, 1986, 27 (05) : 631 - 634
[6] SHORT REGIOSELECTIVE SYNTHESIS OF (+/-)-ALPHA-CUPARENONE VIA 3-CARBON ANNELATION
GREENE, AE
LANSARD, JP
LUCHE, JL
PETRIER, C
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (24) : 4763 - 4764
[7] DISSYMMETRIC SPIRANS .2. ABSOLUTE CONFIGURATION OF 1,1'-SPIROBIINDENE AND RELATED COMPOUNDS
HILL, RK
CULLISON, DA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (04) : 1229 - 1239
[8] HILL RK, 1967, J CHEM SOC CHEM COMM, P619
[9] CONSTRUCTION OF A CHIRAL QUATERNARY CARBON CENTER BY ENANTIOSELECTIVE DEPROTONATION - APPLICATION TO THE FORMAL SYNTHESIS OF (+)-ALPHA-CUPARENONE
HONDA, T
KIMURA, N
TSUBUKI, M
[J]. TETRAHEDRON-ASYMMETRY, 1993, 4 (01) : 21 - 24
[10] ENANTIOSELECTIVE DEPROTONATION OF THE MONOACETALS OF BICYCLO[3.3.0]OCTAN-3,7-DIONE - AN APPROACH TO THE ASYMMETRIC-SYNTHESIS OF CHIRAL SYNTHONS FOR CARBACYCLINS
IZAWA, H
SHIRAI, R
KAWASAKI, H
KIM, H
KOGA, K
[J]. TETRAHEDRON LETTERS, 1989, 30 (51) : 7221 - 7224

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