F. Manescalchi, A. Nardi, D. Savoia
Apr 25, 1994
Citations
0
Influential Citations
18
Citations
Journal
Tetrahedron Letters
Abstract
Abstract The reductive amination of 4-phenyl-4-oxobutanal and 5-phenyl-5-oxopentanal with (S)-valine methyl ester and sodium cyanoborohydride afforded the N-substituted (S)-2-phenylpyrrolidine (88% d.e.) and (S)-2-phenylpiperidine (96% d.e.), from which the levorotatory NH cyclic amines were obtained. On the other hand, the analogous reductive amination of simple ketones, 2,5 hexanedione, and 2,6-heptanedione was poorly selective.