Asymmetric hydrosilylation of nitrones using ruthenium(II) phosphine complex catalysts; syntheses of optically active N,N-disubstituted hydroxylamines and secondary amines

Abstract

Enantioselective hydrosilylation of carbon–nitrogen double bonds of nitrones with diphenylsilane using Ru₂Cl₄-[(S)-(–)-p-tolbinap]₂(NEt₃)[p-tolbinap = 2,2′-bis(di-p-tolyphosphino)-1,1′-binaphthyl] catalyst at 0°C gives the corresponding optically active N,N-disubstituted hydroxylamines; up to 91% enantiomeric excess (e.e.) is achieved.