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

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

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...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2016-01, Vol.52 (72), p.10830-10833
Hauptverfasser: Fleige, Mirco, Möbus, Juri, Vom Stein, Thorsten, Glorius, Frank, Stephan, Douglas W
Format: Artikel
Sprache:eng
Schlagworte:
Alkynes
Boranes
Catalysis
Catalysts
Esters
Lewis acid
Piers
Terminals
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Beschreibung
Zusammenfassung: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.
ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc05360b