A stereodivergent synthesis of chiral 4,5-disubstituted Bis(oxazolines).

被引:45
作者
Desimoni, G
Faita, G
Mella, M
机构
[1] Dipartimento di Chimica Organica, Università di Pavia, 27100 Pavia
关键词
D O I
10.1016/0040-4020(96)00817-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bis(oxazolines), disubstituted in the 4 and 5 positions, are synthesized from dimethylmalonyl bis-diamides of the suitable 1,2-disubstituted chiral aminoethanol. Starting from the same diamide, the ring closure can be realized either with retention (reflux in xylene with dibutyl tin dichloride - the Masamune protocol) or inversion (conversion into the mesylate and reflux with aqueous ethanolic NaOH) of the configuration at the chiral center in position 5. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:13649 / 13654
页数:6
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