Palladium pincer complex catalyzed substitution of vinyl cyclopropanes, vinyl aziridines, and allyl acetates with tetrahydroxydiboron.: An efficient route to functionalized allylboronic acids and potassium trifluoro(allyl)borates

被引：125

作者：

Sebelius, S ^{[1
]}

Olsson, VJ ^{[1
]}

Szabó, KJ ^{[1
]}

机构：

[1] Univ Stockholm, Dept Organ Chem, SE-10691 Stockholm, Sweden

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 30期

关键词：

D O I：

10.1021/ja052885q

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Palladium-catalyzed boronation of vinyl cyclopropane, vinyl aziridine, and allyl acetate substrates could be accomplished using tetrahydroxydiboron reagent in the presence of SeCSe pincer complex catalyst 1a. These reactions result in allyl boronic acids, which were converted to synthetically useful trifluoro(allyl)borates or allyl boronates. The catalytic transformations proceed under mild and neutral conditions, and therefore many functionalities Br, COOEt, ArSO2(NH), OAc, and SiRMe2 are tolerated. The selectivity of the presented processes is very high, affording the linear products incorporating a trans double bond. Copyright © 2005 American Chemical Society.

引用

页码：10478 / 10479

页数：2

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