STEREOCONTROLLED SYNTHESIS OF HIGHLY FUNCTIONALIZED CYCLOHEXENES - A SHORT SYNTHESIS OF A CHORISMIC ACID PRECURSOR

被引：40

作者：

POSNER, GH

NELSON, TD

机构：

[1] Department of Chemistry, The Johns Hopkins University, Baltimore

来源：

TETRAHEDRON | 1990年 / 46卷 / 13-14期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4020(01)85582-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient and mild thermal procedure has been developed for stereoselective 2+4-cycloadditions of electron-rich 1,2-dioxygenated olefins 7 to electron-deficient 3-sulfonyl-2-pyrone 6 allowing isolation of the structurally and stereochemically rich initial bicyclic adducts 8. These bicyclic adducts are shown to be useful building units as exemplified by a very short and high-yield preparation of a chorismic acid precursor. © 1990.

引用

页码：4573 / 4586

页数：14

共 53 条

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