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

被引：238
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
收藏
页码：1871 / 1874
页数：4
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