Heterobimetallic catalysis in asymmetric 1,4-addition of O-alkylhydroxylamine to enones

被引：87

作者：

Yamagiwa, N ^{[1
]}

Matsunaga, S ^{[1
]}

Shibasaki, M ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2003年 / 125卷 / 52期

关键词：

D O I：

10.1021/ja038688d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A heterobimetallic YLi3tris(binaphthoxide) catalyst (YLB) promoted a 1,4-addition of O-methylhydroxylamine in high enantiomeric excess (up to 97% ee). Catalyst loading was reduced to as little as 0.5 mol %, still affording the 1,4-adduct in 96% yield and 96% ee. A high concentration of substrates and the scalability of the present system is also practically useful. The results suggested that the heterobimetallic catalysis was not deactivated even in the presence of excess amine under highly concentrated conditions. A Y and Li bimetallic cooperative function was essential for a high catalyst turnover number. Copyright © 2003 American Chemical Society.

引用

页码：16178 / 16179

页数：2

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