Direct catalytic synthesis of enantiopure 5-substituted oxazolidinones from racemic terminal epoxides

被引:49
作者
Bartoli, G [1 ]
Bosco, M [1 ]
Carlone, A [1 ]
Locatelli, M [1 ]
Melchiorre, P [1 ]
Sambri, L [1 ]
机构
[1] Univ Bologna, Dept Organ Chem A Mangini, I-40136 Bologna, Italy
关键词
D O I
10.1021/ol050675c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A venerable scaffold for asymmetric synthesis and drug development, chiral 5-substituted oxazolidinones are obtained in almost enantiomerically pure form (up to 99.9% ee) starting from racemic terminal epoxides. The salient features of this process include the very simple and convenient experimental protocol and the employment of a readily accessible catalyst and inexpensive, easily handled starting materials. An enantioconvergent approach for the total conversion of racemic epoxide into a single stereoisomeric oxazolidinone is also described.
引用
收藏
页码:1983 / 1985
页数:3
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