Asymmetric synthesis of anti- and syn-2,3-diamino esters using sulfinimines.: Water and concentration effects

被引：45

作者：

Davis, Franklin A. ^{[1
]}

Zhang, Yanfeng ^{[1
]}

Qiu, Hui ^{[1
]}

机构：

[1] Temple Univ, Dept Chem, Philadelphia, PA 19122 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 05期

关键词：

D O I：

10.1021/ol063058c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the absence of water, an excess of the lithium enolate of N-(diphenylmethylene)glycine ethyl ester (4) adds to sulfinimines to give syn-2,3-diamino esters 6, and in the presence of water, this enolate gives the anti-2,3-diamino esters 5. These unusual results are interpreted in terms of those factors that inhibit the retro-Mannich fragmentation in the diamino esters.

引用

页码：833 / 836

页数：4

共 15 条

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