Simple unprecedented conversion of phosphine oxides and sulfides to phosphine boranes using sodium borohydride.
A variety of phosphine oxides and sulfides can be efficiently converted directly to the corresponding phosphine boranes using oxalyl chloride followed by sodium borohydride. Optically active P-stereogenic phosphine oxides can be converted stereospecifically to phosphine boranes with inversion of configuration by treatment with Meerwein's salt followed by sodium borohydride.
Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland.
Kamalraj V
KV
Rajendran
Declan G
DG
Gilheany
D001880:Boranes / Q000138:chemical synthesis*; D001894:Borohydrides / Q000737:chemistry; D010087:Oxides / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D013237:Stereoisomerism; D013440:Sulfides / Q000737:chemistry*
D001880:Boranes; D001894:Borohydrides; D010087:Oxides; D010720:Phosphines; D013440:Sulfides; C025364:sodium borohydride; C044646:phosphine