A CAVEAT ON THE SHARPLESS ASYMMETRIC DIHYDROXYLATION

被引：30

作者：

IWASHIMA, M

KINSHO, T

SMITH, AB

机构：

[1] UNIV PENN,MONELL CHEM SENSES CTR,DEPT CHEM,PHILADELPHIA,PA 19104

[2] UNIV PENN,RES STRUCT MATTER LAB,PHILADELPHIA,PA 19104

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 13期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/0040-4039(95)00274-G

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sharpless asymmetric dihydroxylation (AD) of the homochiral synthetic intermediates 2a-c gave anomalous results: pairs of pseudoenantiomeric reagents, expected to generate complementary diastereomer ratios characteristic of double diastereoselection, instead generally furnished indistinguishable product mixtures. AD reactions of related monosubstituted olefins failed to pinpoint the structural features responsible for the unexpected behavior.

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收藏

页码：2199 / 2202

页数：4

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