Kinetic resolution of oxazinones:: An organocatalytic approach to enantiomerically pure β-amino acids

被引：91

作者：

Berkessel, A ^{[1
]}

Cleemann, F ^{[1
]}

Mukherjee, S ^{[1
]}

机构：

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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 45期

关键词：

beta amino acids; kinetic resolution; organocatalysis; oxazinones; thiourea;

D O I：

10.1002/anie.200502003

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) A profitable split: An organocatalytic resolution converts readily available racemic oxazinones 1 into valuable enantiomerically pure β-amino acid derivatives 2 (> 99% ee of the remaining 1 at 53% conversion; 88% ee of the ester 2). This catalytic ring-opening reaction requires as little as 1 mol% of the modular and readily accessible thiourea organocatalyst 3. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：7466 / 7469

页数：4

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