Efficient parallel resolution of pentafluorophenyl active esters using quasi-enantiomeric combinations of oxazolidin-2-ones

被引:0
|
作者
Al Shaye, Najla [1 ]
Chavda, Sameer [1 ,2 ]
Coulbeck, Elliot [1 ]
Eames, Jason [1 ]
Yohannes, Yonas [2 ]
机构
[1] Univ Hull, Dept Chem, Kingston Upon Hull HU6 7RX, Yorks, England
[2] Queen Mary Univ London, Dept Chem, London E1 4NS, England
基金
英国工程与自然科学研究理事会;
关键词
KINETIC RESOLUTION; ASYMMETRIC-SYNTHESIS;
D O I
10.1016/j.tetasy.2011.02.021
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The parallel resolution of racemic pentafluorophenyl 2-aryl/phenylpropanoates and butanoates using an equimolar combination of quasi-enantiomeric Evans oxazolidin-2-ones is discussed. The levels of diastereoselectivity were excellent (>90% de) leading to separable quasi-enantiomeric oxazolidin-2-ones in good yield. This methodology was used to resolve a series of structurally related 2-aryl/phenylpropanoic and butanoic acids. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:439 / 463
页数:25
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