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

页码：3381 / 3389

页数：9

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