CARBON-CARBON BOND FORMATION IN PALLADIUM(II)-CATALYZED INTRAMOLECULAR 1,4-OXIDATION OF CONJUGATED DIENES

被引：44

作者：

BACKVALL, JE

NILSSON, YIM

ANDERSSON, PG

GATTI, RGP

WU, JC

机构：

[1] Department of Organic Chemistry, S-751 21 Uppsala

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(00)77286-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium(II)-catalyzed 1,4-oxidation of conjugated dienes involving a carbocyclization has been developed. Chloropalladation of the triple bond in a dienyne and subsequent addition of the vinylpalladium to the conjugated diene creates a (pi-allyl)palladium intermediate, which undergoes a quinone-induced chloride attack to give the product The overall 1,4-addition of the vinylic carbon and the chloro group across the diene occurs in an anti fashion.

引用

页码：5713 / 5716

页数：4

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