
Bulletin of the Chemical Society of Japan p. 1920 - 1928 (1984)
Update date:2022-08-05
Topics:
Takeuchi
Ohgo
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.
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