STRUCTURAL CHARACTERIZATION OF THE PSEUDOENANTIOMERIC CIS-DIOXO OSMIUM(VI) ESTERS OF CHIRAL DIOLS WITH CINCHONA ALKALOID LIGANDS

被引:43
作者
PEARLSTEIN, RM
BLACKBURN, BK
DAVIS, WM
SHARPLESS, KB
机构
[1] Massachusetts Institute of Technology, Cambridge, Massachusetts
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1990年 / 29卷 / 06期
关键词
D O I
10.1002/anie.199006391
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Starting point for the development of structure/activity correlations for the asymmetric dihydroxylation of olefins with OsO4 in the presence of chiral amines could be the structures of an osmate ester and its pseudoenantiomer. The esters were obtained from two related trans‐disubstituted olefins, OsO4 and the isomeric alkaloids 1 and 2 (R′ = p‐C1C6H4CO. aryl = 4‐(6‐methoxyquinolyl)). Particularly remarkable are the cis‐dioxo coordination and the spatial proximity of the equatorial diolate oxygen atom and CO2 group of the chlorobenzoyl moiety. (Figure Presented.) Copyright © 1990 by VCH Verlagsgesellschaft mbH, Germany
引用
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页码:639 / 641
页数:3
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