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
收藏
页码：7466 / 7469
页数：4
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