An Organocatalytic Asymmetric Chlorolactonization

被引：279

作者：

Whitehead, Daniel C. ^{[1
]}

Yousefi, Roozbeh ^{[1
]}

Jaganathan, Arvind ^{[1
]}

Borhan, Babak ^{[1
]}

机构：

[1] Michigan State Univ, Dept Chem, E Lansing, MI 48824 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 10期

关键词：

ENANTIOSELECTIVE HALOCYCLIZATION; EPOXIDATION; OLEFINS; AMINOHYDROXYLATION; DIHYDROXYLATION; COMPLEXES; SALTS;

D O I：

10.1021/ja100502f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A reagent controlled organocatalytic enantioselective chlorolactonization reaction has been developed. Several 4-aryl pentenoic acids were cyclized in the presence of 0.1 equiv of (DHQD)(2)PHAL, employing various N-chlorinated hydantoins as the terminal chlorenium source. Ten examples are presented with selectivities ranging from 43 to 90% ee. This work represents the first example of an enantioselective reagent-controlled chlorolactonization that approaches synthetically useful enantioselectivities.

引用

页码：3298 / +

页数：4

共 24 条

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