SPIROKETAL EQUILIBRATION - INTERCONVERSION OF 1,6-DIOXASPIRO[4.4]NONANES AND 1,6-DIOXASPIRO[4.5]DECANES - IMPLICATIONS FOR THE SYNTHESIS OF CEPHALOSTATIN

被引：13

作者：

JEONG, JU ^{[1
]}

FUCHS, PL ^{[1
]}

机构：

[1] PURDUE UNIV,DEPT CHEM,W LAFAYETTE,IN 47907

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 30期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(00)73506-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acid-catalyzed equilibration of spiroketals 55H beta beta and 55H alpha beta involves a two stage process whereby the 1,6-dioxaspiro[4.4]nonanes can be equilibrated under mild conditions to a pair of 1,6-dioxaspiro[4.5]decanes with preservation of the adjacent C-20 methyl stereocenter. Under more forcing conditions, both centers can be equilibrated in a reaction involving vinyl etheter intermediate 10H.

引用

页码：5385 / 5388

页数：4

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