Palladium(0)-catalyzed alkylative cyclization of alkynals and alkynones:: Remarkable trans-addition of organoboronic reagents

被引：64

作者：

Tsukamoto, H ^{[1
]}

Ueno, T ^{[1
]}

Kondo, Y ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 05期

关键词：

D O I：

10.1021/ja056458o

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Palladium/monophosphine complexes catalyze trans-selective arylative, alkenylative, and alkylative cyclization reactions of alkynals and alkynones with organoboronic reagents. These reactions afford six-membered allylic alcohols with endo-tri- or tetrasubstituted olefin groups and/or five-membered counterparts with exo olefin groups. The ratios of these products are dramatically affected by alkyne substituents as well as the phosphine ligand. The remarkable trans-selectivity of the process results from the novel reaction mechanism involving oxidative addition without oxametallacycle formation. Copyright © 2006 American Chemical Society.

引用

页码：1406 / 1407

页数：2

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