Catalytic asymmetric synthesis of β-hydroxy ketones by palladium-catalyzed asymmetric 1,4-disilylation of α,β-unsaturated ketones

摘要: Abstract 1,4-Disilylation of β,β-unsaturated ketones with 1,1-dichloro-l-phenyl-2,2,2-trimethyldisilane proceeded in the presence phosphine-palladium catalysts benzene. High enantio-selectivity (up to 92%) was observed disilylation dichloro[( R )-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl]palladium(II) as a catalyst (0.5 mol %). The products, 1-(trimethyisilyloxy)-3-(dichlorophenylsilyl)propenes, were readily converted into optically active α-unsubstituted or anti α-substituted β-(phenyldimethylsilyl) ketones, oxidation which gave corresponding β-hydroxy high yields.