Tripeptides as efficient asymmetric catalysts for 1,4-addition reactions of aldehydes to nitroolefins - A rational approach

被引：234

作者：

Wiesner, Markus ^{[1
]}

Revell, Jefferson D. ^{[1
]}

Wennemers, Helma ^{[1
]}

机构：

[1] Univ Basel, Dept Chem, CH-4056 Basel, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 10期

关键词：

asymmetric synthesis; conjugate additions; organocatalysis; peptides;

D O I：

10.1002/anie.200704972

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Bridging the gap: Conformational analysis of a peptidic catalyst for aldol reactions led to the development of H-D-Pro-Pro-Asp-NH2 as a highly efficient catalyst for conjugate addition reactions between aldehydes and nitroolefins (see scheme). Only 1 mol% of catalyst suffices to obtain γ-nitroaldehydes in excellent yields and stereoselectivities. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：1871 / 1874

页数：4

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