Stereo- and Chemo-Selectivity in reduction of α-alkyl Aryl Ketones with Metal Hydrides

Article abstract of DOI:10.1246/bcsj.68.337

Metal hydride reduction of a variety of α-alkyl aryl ketones gives a mixture of threo- and erythro-β-aryl-β-hydroxyalkyl phenyl(or methyl)selenides by carbonyl reduction and 1-aryl-1-alkanol by the substitution of a phenyl(or methyl)seleno group with hydrogen.With all metal hydrides examined the formation of the threo-isomer always predominated.The addition of various metal chlorides in the reduction of various α-heteroatom (N, P, O, S)-substituted ketones.