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.
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页码：5713 / 5716
页数：4
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