CATALYTIC ENANTIOSELECTIVE DEPROTONATION OF MESO-EPOXIDES BY THE USE OF CHIRAL LITHIUM AMIDE

被引：74

作者：

ASAMI, M

ISHIZAKI, T

INOUE, S

机构：

[1] Department of Synthetic Chemistry, Faculty of Engineering, Yokohama National University, Hodogaya-ku, Yokohama, 240, Tokiwadai

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 05期

关键词：

D O I：

10.1016/S0957-4166(00)86229-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Catalytic enantioselective deprotonation of mesa-compound is achieved for the first time by the combined use of a catalytic amount of chiral lithium amide, lithium (S)-2-(pyrrolidin-1-ylmethyl)pyrrolidide, and excess lithium diisopropylamide in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene.

引用

页码：793 / 796

页数：4

共 18 条

[1] AAMI M, 1984, CHEM LETT, P829
[2] ENANTIOSELECTIVE DEPROTONATION OF 4-SUBSTITUTED CYCLOHEXANONES BY CHIRAL CHELATED LITHIUM AMIDES HAVING A FLUORINE-CONTAINING ALKYL GROUP ON AMIDE NITROGEN
AOKI, K
NOGUCHI, H
TOMIOKA, K
KOGA, K
[J]. TETRAHEDRON LETTERS, 1993, 34 (32) : 5105 - 5108
[3] ASYMMETRIC TRANSFORMATION OF SYMMETRICAL EPOXIDES TO ALLYLIC ALCOHOLS BY LITHIUM (S)-2-(N,N-DISUBSTITUTED AMINOMETHYL)PYRROLIDIDE
ASAMI, M
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (03) : 721 - 727
[4] A NOVEL ASYMMETRIC-SYNTHESIS OF CHIRAL CYCLOPENTANOID BUILDING-BLOCKS BY THE USE OF CHIRAL LITHIUM AMIDE
ASAMI, M
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (05) : 1402 - 1408
[5] AN ASYMMETRIC-SYNTHESIS OF CIS-4-TERT-BUTYLDIMETHYLSILOXY-2-CYCLOPENTEN-1-OL AND CIS-4-TETRAHYDROPYRANYLOXY-2-CYCLOPENTEN-1-OL, VERSATILE CHIRAL SYNTHETIC INTERMEDIATE FOR PROSTANOIDS
ASAMI, M
[J]. TETRAHEDRON LETTERS, 1985, 26 (47) : 5803 - 5806
[6] AN ASYMMETRIC TRANSFORMATION OF SYMMETRICAL EPOXIDES TO BOTH ENANTIOMERS OF ALLYLIC ALCOHOLS BY CHIRAL LITHIUM AMIDES
ASAMI, M
KIRIHARA, H
[J]. CHEMISTRY LETTERS, 1987, (02) : 389 - 392
[7] COGGINS P, 1991, SYNLETT, P515
[8] COGGINS P, 1992, SYNLETT, P313
[9] COX PJ, 1992, SYNLETT, P194
[10] ASYMMETRIC-SYNTHESIS USING HOMOCHIRAL LITHIUM AMIDE BASES
COX, PJ
SIMPKINS, NS
[J]. TETRAHEDRON-ASYMMETRY, 1991, 2 (01) : 1 - 26

← 1 2 →