Stereoselective synthesis of 3-(ω-hydroxyalkyl)-2-pyrrolidinones from α-alkylidenelactones and nitromethane

被引：15
|
作者：
Otto, A
Abegaz, B
Ziemer, B
Liebscher, J
机构：
[1] Humboldt Univ, Inst Chem, D-10115 Berlin, Germany
[2] Univ Botswana, Dept Chem, Gaborone, Botswana
来源：
TETRAHEDRON-ASYMMETRY | 1999年 / 10卷 / 17期
关键词：
D O I：
10.1016/S0957-4166(99)00346-8
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Enantiopure 3-(omega-hydroxyalkyl)-2-pyrrolidinones 7 and 9 were synthesised by Michael-addition of nitromethane to chiral alpha-alkylidenelactones 1 followed by reduction of the resulting 3-(beta-nitroalkyl)-lactones and ring transformation of the intermediate 3-(beta-aminoalkyl)-lactones. In an analogous manner the naturally occurring costuslactone 10 was transformed into the butyrolactam 12. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：3381 / 3389
页数：9
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