Borane-Catalysed Hydroboration of Alkynes and Alkenes

被引：68

作者：

Ang, Nate W. J. ^{[1
]}

Buettner, Cornelia S. ^{[1
]}

Docherty, Scott ^{[1
]}

Bismuto, Alessandro ^{[1
]}

Carney, Jonathan R. ^{[1
]}

Docherty, Jamie H. ^{[1
]}

Cowley, Michael J. ^{[1
]}

Thomas, Stephen P. ^{[1
]}

机构：

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

来源：

SYNTHESIS-STUTTGART | 2018年 / 50卷 / 04期

基金：

英国工程与自然科学研究理事会;

关键词：

borane; hydroboration; alkynes; alkenes; main-group; catalysis; PINACOLBORANE; B(C6F5)(3); TITANIUM; KETONES; BORON;

D O I：

10.1055/s-0036-1591719

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Simple, commercially available borane adducts, H3B center dot THF and H3B center dot SMe2, have been used to catalyse the hydroboration of alkynes and alkenes with pinacolborane to give the alkenyl and alkyl boronic esters, respectively. Alkynes and terminal alkenes underwent highly regioselective hydroboration to give the linear boronic ester products. Good functional group tolerance was observed for substrates bearing ester, amine, ether and halide substituents. This catalytic process shows comparable reactivity to transition-metal-catalysed hydroboration protocols.

引用

页码：803 / 808

页数：6

共 24 条

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