Direct catalytic enantioselective aza-Diels-Alder reactions

被引：218

作者：

Sundén, H

Ibrahem, I

Eriksson, L

Córdova, A

机构：

[1] Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden

[2] Stockholm Univ, Arrhenius Lab, Dept Struct Chem, S-10691 Stockholm, Sweden

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 31期

关键词：

asymmetric catalysis; bicyclic amino acids; cycloaddition; enantioselectivity; ketones;

D O I：

10.1002/anie.200500811

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Proline and its derivatives catalyze the asymmetric one-pot three-component aza-Diels-Alder reaction between unmodified α,β-unsaturated cyclic ketones, aqueous formaldehyde, and aryl amines with excellent chemo- and enantioselectivities (see scheme). Furthermore, this reaction provides a highly enantioselective entry to bicyclic non-proteogenic amino acid derivatives. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4877 / 4880

页数：4

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