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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.
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页码：4573 / 4586
页数：14
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