Highly efficient dynamic kinetic resolution of azlactones by urea-based bifunctional organocatalysts

被引：260

作者：

Berkessel, A ^{[1
]}

Cleemann, F ^{[1
]}

Mukherjee, S ^{[1
]}

Müller, TN ^{[1
]}

Lex, J ^{[1
]}

机构：

[1] Univ Cologne, Inst Organ Chem, D-50939 Cologne, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 05期

关键词：

amino acids; azlactones; kinetic resolution; organocatalysts; urea;

D O I：

10.1002/anie.200461442

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Novel tasks for a venerable molecule: Bifunctional organocatalysts of the type shown, with a quasi Lewis acidic urea or thiourea unit and a Brønsted basic amine functionality, effect the dynamic kinetic resolution of azlactones with high enantioselectivity. N-Benzoyl amino acid esters were obtained with up to 91% ee in high yields from racemic azlactones.

引用

页码：807 / 811

页数：5

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