Enantioselective hydrophosphinylation of 1-alkenylphosphine oxides catalyzed by chiral strong Brønsted base

A catalytic enantioselective addition of diarylphosphine oxides to 1-alkenyl(diaryl)phosphine oxides was achieved by using a chiral ureate as a chiral strong Brønsted base catalyst. The reaction followed by the reduction of phosphine oxide moieties provided chiral 1,2-diphosphinoalkanes, which are a...

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Veröffentlicht in:Organic & biomolecular chemistry 2020-10, Vol.18 (39), p.7814-7817
Hauptverfasser: Kondoh, Azusa, Ishikawa, Sho, Terada, Masahiro
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Sprache:eng
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Zusammenfassung:A catalytic enantioselective addition of diarylphosphine oxides to 1-alkenyl(diaryl)phosphine oxides was achieved by using a chiral ureate as a chiral strong Brønsted base catalyst. The reaction followed by the reduction of phosphine oxide moieties provided chiral 1,2-diphosphinoalkanes, which are a family of useful chiral ligands for asymmetric transition metal catalysis. A chiral ureate as a chiral strong Brønsted base catalyst enabled an efficient synthesis of chiral 1,2-diphosphinoalkane derivatives through a catalytic enantioselective hydrophosphinylation of 1-alkenylphosphine oxides.
ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob01778g