REACTION OF O-1(2) WITH ALKOXYALLYLSTANNANES - SYNTHESIS OF 1,2-DIOXOLANES AND ALLYL HYDROPEROXIDES

被引：17

作者：

DUSSAULT, PH

ZOPE, UR

机构：

[1] Department of Chemistry, University of Nebraska-Lincoln, Lincoln

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 13期

关键词：

D O I：

10.1016/0040-4039(95)00231-Z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of O-1(2) with chiral alkoxyallylstannanes provides a new route for the stereoselective synthesis of 1,2-dioxolanes and allyl hydroperoxides. Dioxolane formation, which proceeds through ring opening of the intermediate perepoxide upon migration of the stannyl group, is shown to be favored by the presence of an electron-donating group and by steric factors suppressing the more typical H-ene reaction.

引用

页码：2187 / 2190

页数：4

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