A NEW SYSTEM FOR CATALYTIC ENANTIOSELECTIVE REDUCTION OF ACHIRAL KETONES TO CHIRAL ALCOHOLS - SYNTHESIS OF CHIRAL ALPHA-HYDROXY ACIDS

被引：277

作者：

COREY, EJ

BAKSHI, RK

机构：

[1] Department of Chemistry, Harvard University, Cambridge

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 05期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(00)94581-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reduction of a variety of achiral ketones with catecholborane as stoichiometric reductant and 0.1 equiv of oxazaborolidine 2 as catalyst in toluene at -78°C proceeds in > 95% yield and with enantioselectivities in the range 30:1 to 9: 1, depending on substrate. This reduction procedure is especially advantageous for α,β-enones, thereby providing chiral precursors for a great variety of compounds, for example, α-hydroxy acids. © 1990.

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页码：611 / 614

页数：4

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