Hydrogen bonding catalysis operates by charge stabilization in highly polar diels-alder reactions

被引：57

作者：

Gordillo, Ruth ^{[1
]}

Dudding, Travis

Anderson, Christopher D.

Houk, K. N.

机构：

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

[2] Brock Univ, Dept Chem, St Catharines, ON L2S 3A1, Canada

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 03期

关键词：

D O I：

10.1021/ol0629925

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The alcohol-catalyzed Diels-Alder reactions of acrolein and benzaldehyde with Rawal's diene were evaluated with density functional theory (B3LYP/6-31G(d)). Several potential modes of catalysis with two methanol molecules were used to model catalysis by TADDOLs. In agreement with crystallographic data, cooperative catalysis with TADDOLs is predicted to be favorable.

引用

页码：501 / 503

页数：3

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