Copper(I)-Catalyzed Borylative exo-Cyclization of Alkenyl Halides Containing Unactivated Double Bond

被引：185

作者：

Kubota, Koji

Yamamoto, Eiji

Ito, Hajime ^{[1
]}

机构：

[1] Hokkaido Univ, Div Chem Proc Engn, Grad Sch Engn, Sapporo, Hokkaido 0608628, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 07期

关键词：

CROSS-COUPLING REACTIONS; ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; COPPER-CATALYZED BORYLATION; ALKYL-HALIDES; DIBORATION; ESTERS; ARYL; COMPLEXES; BORATION; CU;

D O I：

10.1021/ja3104582

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A borylative exo-cyclization of alkenyl halides has been reported. The reaction includes the regioselective addition of a borylcopper(I) intermediate to unactivated terminal alkenes, followed by the intramolecular substitution of the resulting alkylcopper(I) moiety for the halide leaving groups. Experimental and theoretical investigations of the reaction mechanism have also been described. This reaction provides a new method for the synthesis of allcylboronates containing strained cycloallcyl structures from simple starting materials.

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收藏

页码：2635 / 2640

页数：6

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