A mild and efficient method for the stereoselective formation of C-O bonds: Palladium-catalyzed allylic etherification using zinc(II) alkoxides

被引：100

作者：

Kim, H ^{[1
]}

Lee, C ^{[1
]}

机构：

[1] Princeton Univ, Dept Chem, Princeton, NJ 08544 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 24期

关键词：

D O I：

10.1021/ol027104u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

graphic A highly chemo- and stereoselective palladium-catalyzed allylic etherification reaction is described. The use of zinc(ll) alkoxides proved effective in promoting the addition of the oxygen nucleophile derived from aliphatic alcohols to eta(3)-allylpalladium complexes. Using diethylzinc (0.5 equiv), 5 mol % of Pd(OAc)(2), and 7.5 mol % of 2-di(tert-butyl)phosphinobiphenyl in THF, the cross-coupling reaction between various aliphatic alcohols and allylic acetates proceeded at ambient temperature to furnish allylic ethers with high stereoselectivity.

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页码：4369 / 4371

页数：3

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