Aluminum Hydride Catalyzed Hydroboration of Alkynes

被引：139

作者：

Bismuto, Alessandro ^{[1
]}

Thomas, Stephen P. ^{[1
]}

Cowley, Michael J. ^{[1
]}

机构：

[1] Univ Edinburgh, Joseph Black Bldg,David Brewster Rd, Edinburgh EH9 3FJ, Midlothian, Scotland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 49期

基金：

英国工程与自然科学研究理事会;

关键词：

aluminium; homogeneous catalysis; hydroboration; main-group chemistry; synthetic methods; CARBONYL-COMPOUNDS; HYDROALUMINATION; ALDEHYDES; ALKENES; ALR3;

D O I：

10.1002/anie.201609690

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An aluminum-catalyzed hydroboration of alkynes using either the commercially available aluminum hydride DIBAL-H or bench-stable Et(3)AlDABCO as the catalyst and H-Bpin as both the boron reagent and stoichiometric hydride source has been developed. Mechanistic studies revealed a unique mode of reactivity in which the reaction is proposed to proceed through hydroalumination and sigma-bond metathesis between the resultant alkenyl aluminum species and HBpin, which acts to drive turnover of the catalytic cycle.

引用

页码：15356 / 15359

页数：4

共 30 条

[1]

[Anonymous], 2005, ANGEW CHEM, V117, P2272

[2] Magnesium Catalysis of Imine Hydroboration [J].