CYCLO-ADDITION OF CHIRAL NITRONES - ASYMMETRIC SYNTHESIS OF ISOXAZOLIDINES

被引：89

作者：

BELZECKI, C

PANFIL, I

机构：

[1] Institute of Organic Chemistry, Polish Academy of Sciences, Warszawa, Kasprzaka 44

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 08期

关键词：

D O I：

10.1021/jo01322a005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1, 3-Cycloaddition of chiral nitrones with monosubstituted olefins (or phenyl isocyanate) is diastereoselective. The products are nonracemic, diastereomeric mixtures of 2, 3, 5-substituted isoxazolidines. Cis isomers are formed in large excess and in each pair of cis and trans isomers, one of the diastereomers prevails. The quantitative composition of the diastereomeric mixtures has been determined. Establishment of the absolute configuration of all four isoxazolidines IX allowed for quantitative determination of the steric course of the cycloaddition. © 1979, American Chemical Society. All rights reserved.

引用

页码：1212 / 1218

页数：7

共 31 条

[1] A SYNTHESIS OF ALDOSTERONE ACETATE [J].