Evidence of asymmetric autocatalysis in organocatalytic reactions

被引：82

作者：

Mauksch, Michael ^{[1
]}

Tsogoeva, Svetlana B. ^{[1
]}

Martynova, Irina M. ^{[1
]}

Wei, Shengwei ^{[1
]}

机构：

[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 03期

关键词：

asymmetric autocatalysis; density functional calculations; Mannich reaction; organocatalysis; transition states;

D O I：

10.1002/anie.200603517

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) When product and catalyst are the same: The chiral product 3 of an asymmetric Mannich reaction (see scheme), investigated under various experimental conditions and by calculations, is shown to act as a chiral catalyst for its own formation (autocatalysis). A generally applicable catalytic cycle is proposed to involve equilibria between hydrogen-bonded substrate-product complexes. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：393 / 396

页数：4

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