PHOTOOXYGENATION OF GAMMA-HYDROXY VINYLSTANNANES AND THEIR ACYL DERIVATIVES - MECHANISTIC INSIGHT INTO THE HYDROXY-DIRECTING EFFECT

被引：8

作者：

ADAM, W

GEVERT, O

KLUG, P

机构：

[1] Institute of Organic Chemistry, University of Würzburg, D-97074 Würzburg, Am Hubland

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 11期

关键词：

SINGLET OXYGEN; ENE REACTION; GAMMA-HYDROXY VINYLSTANNANES; REGIOSELECTIVITY; DIASTEREOSELECTIVITY; PEREPOXIDE; 1,3-ALLYLIC STRAIN;

D O I：

10.1016/0040-4039(94)88318-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The photooxygenation of E- as well as Z-configurated gamma-hydroxy vinylstannanes proceeded in high regio- and diastereoselectivity to yield, after subsequent triphenylphosphine reduction, the corresponding threo-stannyl diols 2 in high excess. Their acylated derivatives showed only low and solvent-dependent stereoselectivity, which was not significantly influenced by the steric and electronic demand of the ester group.

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页码：1681 / 1684

页数：4

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