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
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
收藏
页码:5713 / 5716
页数:4
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