ASYMMETRIC HYDROGENATION CATALYZED BY (ACHIRAL BASE)BIS(DIMETHYLGLYOXIMATO)COBALT(II)-CHIRAL COCATALYST SYSTEM.

Article abstract of DOI:10.1246/bcsj.57.1920

Chiral tertiary amines with a secondary amide group at alpha - or beta -carbon were prepared, and an asymmetric hydrogenation of methyl 2-(acetylamino)acrylate and N,N prime -dimethyl-5-benzylidenehydantoin catalyzed by achiral base-coordinated bis(dimethylglyoximato)cobalt(II)-chiral cocatalyst system was examined by using each of them as the cocatalyst. The enantiomeric excess of N,N prime -dimethyl-5-benzylhydantoin reached 79. 1% with (S)-N- left bracket (R)-1-phenylethyl right bracket -2-quinuclidinecarboxamide as the cocatalyst. Remarkable differences were observed in the enantioselectivities between the two substrates for the same cocatalysts.