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Issue 72, 2016
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Lewis acid catalysis: catalytic hydroboration of alkynes initiated by Piers' borane

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Abstract

Terminal and internal alkynes are efficiently hydroborated to (E)-alkenyl pinacol boronic esters with excellent yields and selectivities using a Lewis acid catalyst. In the case of Piers' borane (HB(C6F5)2) the borane acts as a pre-catalyst generating dissymmetrically gem-diborylated species of the form RCH2CR′(Bpin)(B(C6F5)2) which are the active catalysts.

Graphical abstract: Lewis acid catalysis: catalytic hydroboration of alkynes initiated by Piers' borane

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Supplementary files

Article information


Submitted
28 Jun 2016
Accepted
12 Jul 2016
First published
12 Jul 2016

Chem. Commun., 2016,52, 10830-10833
Article type
Communication

Lewis acid catalysis: catalytic hydroboration of alkynes initiated by Piers' borane

M. Fleige, J. Möbus, T. vom Stein, F. Glorius and D. W. Stephan, Chem. Commun., 2016, 52, 10830
DOI: 10.1039/C6CC05360B

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