HIGHLY ENANTIOSELECTIVE DIHYDROXYLATION OF OLEFINS BY OSMIUM-TETROXIDE WITH CHIRAL DIAMINES

被引：43

作者：

NAKAJIMA, M ^{[1
]}

TOMIOKA, K ^{[1
]}

IITAKA, Y ^{[1
]}

KOGA, K ^{[1
]}

机构：

[1] UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN

来源：

TETRAHEDRON | 1993年 / 49卷 / 47期

关键词：

D O I：

10.1016/S0040-4020(01)80234-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantioselective dihydroxylation of olefins by osmium tetroxide with chiral diamines was examined. The hydroxylation employing 1 gave exceptionally high optical yields in the production of diols from mono-, trans-di-, and trisubstituted olefins. Virtually complete asymmetric induction was observed in the reaction of trans-beta-methylstyrene. The stereochemical outcome of the asymmetric reaction strongly suggested that the oxidation proceeded via organometallacycle 14.

引用

页码：10793 / 10806

页数：14

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