Origin of Stereoselectivity in the Imidazolidinone-Catalyzed Reductions of Cyclic α,β-Unsaturated Ketones

被引：31

作者：

Gutierrez, Osvaldo ^{[1
]}

Iafe, Robert G. ^{[1
]}

Houk, K. N. ^{[1
]}

机构：

[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 19期

基金：

美国国家卫生研究院;

关键词：

ORGANOCATALYTIC TRANSFER HYDROGENATION; MOLECULAR-ORBITAL METHODS; DIELS-ALDER REACTION; GAUSSIAN-TYPE BASIS;

D O I：

10.1021/ol901586t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The organocatalytic transfer hydrogenation reactions of 3-phenyl-2-cyclopentenone with imidazolidinone catalysts are evaluated using the hybrid density functional (B3LYP/6-31G(d)) theory, The origin of the preference for the (E) iminium transition state is determined, and the stereoselectivity of hydride transfer is investigated.

引用

页码：4298 / 4301

页数：4

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