Chiral calcium organophosphate-catalyzed enantioselective electrophilic amination of enamides.
Highly enantioselective direct amination of enamides catalyzed by chiral nonracemic calcium bis(phosphate) complex 3g afforded optically active 1,2-hydrazinoimines 4. Following a subsequent in situ hydrolysis or reduction, 2-hydrazinoketones 5 or syn-1,2-disubstituted 1,2-diamines 6 were obtained in high yields and excellent enantiomeric excess.
Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS, 91198 Gif-sur-Yvette Cedex, France.
Fleur
F
Drouet
Claudia
C
Lalli
Hua
H
Liu
Graldine
G
Masson
Jieping
J
Zhu
D000577:Amides / Q000737:chemistry*; D000586:Amination; D002118:Calcium / Q000737:chemistry*; D002384:Catalysis; D010755:Organophosphates / Q000737:chemistry*; D013237:Stereoisomerism
D000577:Amides; D010755:Organophosphates; D002118:Calcium