Ring expansion of N-acyl aziridine-2-imides to oxazoline-4-imides, useful precursors of pure beta-hydroxy alpha-aminoacids.

被引:39
作者
Cardillo, G [1 ]
Gentilucci, L [1 ]
Tolomelli, A [1 ]
Tomasini, C [1 ]
机构
[1] UNIV BOLOGNA,CSFM,CNR,I-40126 BOLOGNA,ITALY
关键词
D O I
10.1016/S0040-4039(97)01630-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Optically active N-acyl aziridine P-imides or 2-carboxylates rearrange to oxazoline-4-imides or 4-carboxylates with high regio and stereo control. This ring expansion followed by mild hydrolisis allows the synthesis of enantiomerically pure beta-hydroxy alpha-aminoacid precursors. (C) 1997 Published by Elsevier Science Ltd.
引用
收藏
页码:6953 / 6956
页数:4
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