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

A magnesium precatalyst for the highly enantioselective hydro-boration of CO 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 facil...

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Hauptverfasser: Vasilenko, Vladislav (VerfasserIn) , Blasius, Clemens K. (VerfasserIn) , Wadepohl, Hubert (VerfasserIn) , Gade, Lutz H. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 2020
In: Chemical communications
Year: 2019, Jahrgang: 56, Heft: 8, Pages: 1203-1206
ISSN:1364-548X
DOI:10.1039/C9CC09111D
Online-Zugang:Verlag, Volltext: https://doi.org/10.1039/C9CC09111D
Verlag: https://pubs.rsc.org/en/content/articlelanding/2020/cc/c9cc09111d
Volltext
Verfasserangaben:Vladislav Vasilenko, Clemens K. Blasius, Hubert Wadepohl and Lutz H. Gade
Beschreibung
Zusammenfassung:A magnesium precatalyst for the highly enantioselective hydro-boration of CO 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.
Beschreibung:First published 20 December 2019
Gesehen am 24.02.2020
Beschreibung:Online Resource
ISSN:1364-548X
DOI:10.1039/C9CC09111D