PALLADIUM-CATALYZED INTRAMOLECULAR ALKYNE CARBON-MONOXIDE ALKENE INSERTION CASCADE FOR SYNTHESIS OF ALPHA-METHYLENECYCLOPENTENONES

被引：51

作者：

IHLE, NC ^{[1
]}

HEATHCOCK, CH ^{[1
]}

机构：

[1] UNIV CALIF BERKELEY, DEPT CHEM, BERKELEY, CA 94720 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 03期

关键词：

D O I：

10.1021/jo00055a006

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A method for the construction of alpha-methylenecyclopentenones fused to five-membered rings using a palladium catalyst is reported. The procedure involves the formation of pi-allylpalladium intermediates that undergo sequential intramolecular alkyne insertion, carbon monoxide insertion, intramolecular alkene insertion, and beta-hydride elimination. Examples of the cyclization are seen in eq 2 and Scheme III.

引用

页码：560 / 563

页数：4

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