A MECHANISTIC AND STRUCTURAL-ANALYSIS OF THE BASIS FOR HIGH ENANTIOSELECTIVITY IN THE OXAZABOROLIDINE-CATALYZED REDUCTION OF TRIHALOMETHYL KETONES BY CATECHOLBORANE

被引：70

作者：

COREY, EJ

LINK, JO

BAKSHI, RK

机构：

[1] Department of Chemistry, Harvard University, Cambridge

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 47期

关键词：

D O I：

10.1016/S0040-4039(00)60848-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The rates and enantioselectivities of the reduction of a series of trihalomethyl ketones under catalysis by oxazaborolidine 2 can be explained in terms of structural and mechanistic analyses which are detailed herein and which have predictive value.

引用

页码：7107 / 7110

页数：4

共 7 条

[1] 1-MESITYL-2,2,2-TRIFLUOROETHANOL, AN OUTSTANDING NEW CHIRAL CONTROLLER FOR CATALYZED DIELS-ALDER REACTIONS
COREY, EJ
CHENG, XM
CIMPRICH, KA
[J]. TETRAHEDRON LETTERS, 1991, 32 (47) : 6839 - 6842
[2] A GENERAL, CATALYTIC, AND ENANTIOSELECTIVE SYNTHESIS OF ALPHA-AMINO-ACIDS
COREY, EJ
LINK, JO
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (05) : 1906 - 1908
[3] A NEW SYSTEM FOR CATALYTIC ENANTIOSELECTIVE REDUCTION OF ACHIRAL KETONES TO CHIRAL ALCOHOLS - SYNTHESIS OF CHIRAL ALPHA-HYDROXY ACIDS
COREY, EJ
BAKSHI, RK
[J]. TETRAHEDRON LETTERS, 1990, 31 (05) : 611 - 614
[4] REMARKABLY EFFECTIVE AND SIMPLE SYNTHESES OF ENANTIOMERICALLY PURE SECONDARY CARBINOLS FROM ACHIRAL KETONES
COREY, EJ
CHENG, XM
CIMPRICH, KA
SARSHAR, S
[J]. TETRAHEDRON LETTERS, 1991, 32 (47) : 6835 - 6838
[5] A NEW PROCESS FOR THE ENANTIOSELECTIVE SYNTHESIS OF CHIRAL ALPHA-ARYLOXY AND ALPHA-HYDROXY ACIDS
COREY, EJ
LINK, JO
[J]. TETRAHEDRON LETTERS, 1992, 33 (24) : 3431 - 3434
[6] NEW ENANTIOSELECTIVE ROUTES TO BIOLOGICALLY INTERESTING COMPOUNDS
COREY, EJ
[J]. PURE AND APPLIED CHEMISTRY, 1990, 62 (07) : 1209 - 1216
[7] ENANTIOSELECTIVE REDUCTIONS OF 2-ACYL-1,3-DITHIANES USING THE COREY OXAZABOROLIDINE CATALYST
DENINNO, MP
PERNER, RJ
LIJEWSKI, L
[J]. TETRAHEDRON LETTERS, 1990, 31 (51) : 7415 - 7418

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