Efficient synthesis of gamma-lactams by a tandem reductive amination/lactamization sequence.
A three-component method for the synthesis of highly substituted gamma-lactams from readily available maleimides, aldehydes, and amines is described. A new reductive amination/intramolecular lactamization sequence provides a straightforward route to the lactam products in a single manipulation. The general utility of this method is demonstrated by the parallel synthesis of a gamma-lactam library.
Nöth
Julica
J
Institut für Organische Chemie, Universität Regensburg, Universitätsstrasse 31, 93053 Regensburg, Germany.
Frankowski
Kevin J
KJ
Neuenswander
Benjamin
B
Aubé
Jeffrey
J
Reiser
Oliver
O
D000447:Aldehydes / Q000737:chemistry; D000586:Amination; D000588:Amines / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry; D008301:Maleimides / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D000447:Aldehydes; D000588:Amines; D007769:Lactams; D008301:Maleimides