CYCLOADDITION OF 5-SUBSTITUTED 1-PYRROLINE 1-OXIDE AND CONVERSION OF THE NITRONE CYCLOADDUCTS INTO CIS-2,5-DISUBSTITUTED AND TRANS-2,5-DISUBSTITUTED PYRROLIDINES

被引：48

作者：

ALI, SA

WAZEER, MIM

机构：

[1] Chemistry Department, King Fahd University of Petroleum and Minerals, Dhahran

来源：

TETRAHEDRON | 1993年 / 49卷 / 20期

关键词：

D O I：

10.1016/S0040-4020(01)85751-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A study of the regiochemical behaviour of the oxidation of 2-substituted-1-hydroxypyrrolidines (2) leading to aldo- and kito-nitrones has been carried out. The mechanism of the peracid induced ring opening reaction of isoxazolidines (5) is now firmly established. Second cycloaddition reaction of 5-substituted 1- pyrroline 1-oxide (6) provides an efficient and stereoselective entry into the trans- (24) as well as cis-2,5- disubstituted pyrrolidines (28).

引用

页码：4339 / 4354

页数：16

共 19 条

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WAZEER, MIM
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[4] THE REACTIVITIES OF SOME CYCLIC NITRONES IN 1,3-DIPOLAR CYCLOADDITION REACTIONS
ALI, SA
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