Stereochemistry of amino-carbonyl compounds-VII. Absolute and ralative configuration of some diastereomeric 1,3-amino-alcohols.

Article abstract of DOI:10.1016/0040-4020(73)80255-8

The absolute configuration of (+)-4-dimethylamino-2,4-diphenyl-butan-2-ol and (+)-4-piperidino-2-phenyl-pentan-2-ol, the predominant diastereomers obtained by reaction of (+)-3-dimethylamino-1,3-diphenyl-propan-1-one with MeLi and (+)-3-piperidino-1-phenyl-butan-1-one with MeMgI, respectively, was determined by chemical correlation. The relative configurations of the diastereomers afforded by such reactions were thus assigned.