REACTIVITY AND STEREOCHEMISTRY OF BETA-HETEROATOM ELIMINATION - A DETAILED STUDY THROUGH A PALLADIUM-CATALYZED CYCLIZATION REACTION MODEL

被引：93

作者：

ZHU, GX ^{[1
]}

LU, XY ^{[1
]}

机构：

[1] CHINESE ACAD SCI,SHANGHAI INST ORGAN CHEM,SHANGHAI 200032,PEOPLES R CHINA

来源：

ORGANOMETALLICS | 1995年 / 14卷 / 10期

关键词：

D O I：

10.1021/om00010a061

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The elimination of palladium and the P-leaving group of the organopalladium intermediate formed in a palladium(II)-catalyzed cyclization of 4'-heteroatom-2'-alkenyl 2-alkynoates leading to alpha-methylene-gamma-butyrolactones is sensitive to the leaving-group ability of the substituents beta to palladium. The reactivity order of beta-elimination for different leaving groups was studied. The reaction of palladium chloride, palladium acetate, and palladium hydroxide elimination showed strict steric requirement requiring an antiperiplanar arrangement of palladium and the leaving group on the carbon beta to palladium.

引用

页码：4899 / 4904

页数：6

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