ASYMMETRIC EPOXIDATIONS AND KINETIC RESOLUTIONS OF DELTA-HYDROXY ALLYLIC PHOSPHINE OXIDES

被引：8
作者：
CLAYDEN, J
COLLINGTON, EW
WARREN, S
机构：
[1] UNIV CAMBRIDGE,CHEM LAB,LENSFIELD RD,CAMBRIDGE CB2 1EW,ENGLAND
[2] GLAXO GRP RES LTD,GREENFORD UB6 0HE,MIDDX,ENGLAND
来源：
TETRAHEDRON LETTERS | 1992年 / 33卷 / 46期
关键词：
D O I：
10.1016/S0040-4039(00)60928-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Delta-Hydroxy allylic phosphine oxides 5 undergo asymmetric epoxidation to yield epoxy alcohols 6 with high enantio- and diastereoselectivity. Kinetic resolutions are also successful, even with a chiral centre remote from the allylic hydroxyl, if that chiral centre bears a diphenylphosphinoyl group. The diphenylphosphinoyl group then exerts a novel anti-directing effect on the epoxidation.
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页码：7043 / 7046
页数：4
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