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.
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页码：4877 / 4880
页数：4
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