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Issue 8, 2020
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Borohydride intermediates pave the way for magnesium-catalysed enantioselective ketone reduction

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Abstract

A magnesium precatalyst for the highly enantioselective hydro-boration of C[double bond, length as m-dash]O bonds is reported. The mechanistic basis of the unprecedented selectivity of this transformation has been investi-gated experimentally by isolation of catalytic intermediates and theoretically by DFT calculations. The facile formation of a magnesium borohydride species is critical in overcoming competing pathways in the selectivity-determining insertion step.

Graphical abstract: Borohydride intermediates pave the way for magnesium-catalysed enantioselective ketone reduction

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Article information


Submitted
22 Nov 2019
Accepted
20 Dec 2019
First published
20 Dec 2019

Chem. Commun., 2020,56, 1203-1206
Article type
Communication

Borohydride intermediates pave the way for magnesium-catalysed enantioselective ketone reduction

V. Vasilenko, C. K. Blasius, H. Wadepohl and L. H. Gade, Chem. Commun., 2020, 56, 1203
DOI: 10.1039/C9CC09111D

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