LANTHANIDE(III) CATALYZED ALDOL REACTIONS OF GLYCERALDEHYDE ACETONIDE WITH KETENE SILYL ACETALS - CATALYTIC ASYMMETRIC ROUTE TO MONOSACCHARIDES

被引:21
作者
MIKAMI, K
TERADA, M
NAKAI, T
机构
[1] Department of Chemical Technology, Tokyo Institute of Technology, Meguro-ku, Tokyo
关键词
D O I
10.1016/S0957-4166(00)86145-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The Pr-, Eu- and Ho(dppm)3 catalyzed aldol reactions of glyceraldehyde acetonide with ketene silyl acetals are described, where remarkably high anti-diastereofacial selection is achieved. Thus, the asymmetrc synthesis of 2-deoxy-D-ribonolactone and formal synthesis of 2-amino-2-deoxy-D-pentose by the lanthanide(III) catalyzed aldol reaction with ketene silyl acetals of acetate and alpha-chloroacetate, respectively are described.
引用
收藏
页码:993 / 996
页数:4
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