1,3-DIPOLAR CYCLOADDITION OF ENANTIOPURE GAMMA-OXYGENATED-ALPHA,BETA-UNSATURATED PHENYL SULFONES WITH NITRILE OXIDES

被引：16

作者：

DEBLAS, J ^{[1
]}

CARRETERO, JC ^{[1
]}

DOMINGUEZ, E ^{[1
]}

机构：

[1] UNIV AUTONOMA MADRID,FAC CIENCIAS,DEPT QUIM ORGAN CI,E-28049 MADRID,SPAIN

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 05期

关键词：

D O I：

10.1016/0957-4166(95)00118-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The 1,3-dipolar cycloadditions of several enantiopure gamma-oxygenated-alpha,beta-unsaturated : sulfones with acetonitrile and benzonitrile oxides have been studied. The reactions occurred at room temperature with moderate yields (31-65%), complete regioselectivity in favour of the isoxazolines with the phenylsulfonyl group at C-4, and moderate or high anti-stereoselectivity. After reductive elimination of the sulfonyl group and further reduction of N-O bond, enantiomerically pure beta-hydroxyketones or 1,3-aminoalcohols were obtained.

引用

页码：1035 / 1038

页数：4

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