Stereoconservative Reductive Methyl- and Dimethylamination of Isomeric 3,3-Diarylpropenals. Synthetic and Mechanistic Studies on Control of the Stereochemistry

Article abstract of DOI:10.1021/jo00196a021

The tertiary allylic amine zimeldine (1Z) and the secondary amine 2Z have been prepared by reductive aminations of (Z)-3-(4-bromophenyl)-3-(3-pyridyl)propenal (3Z) with sodium cyanoborohydride in the presence of dimethylammonium and methylammonium chlorid