Asymmetric imine-ene reactions: diastereofacial selective reactions with chiral glyoxylate-derived alpha-imino esters and asymmetric catalysis of enantiofacial selective reactions with prochiral alpha-imino esters.
The diastereofacial selective "imine-ene" reactions with alpha-imino esters, prepared from (-)-8-phenylmenthyl glyoxylate, are shown to provide an efficient entry to the asymmetric synthesis of alpha-amino acids. The feasibility study of the asymmetric catalysis is also reported on the enantiofacial selective ene reactions with prochiral alpha-imino esters.
Mikami
K
K
Department of Chemical Technology, Tokyo Institute of Technology, Japan. kmikami@o.cc.titech.ac.jp
Yajima
T
T
Kaneko
M
M
D000596:Amino Acids; D002384:Catalysis; D006038:Glyoxylates; D007097:Imines; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D013237:Stereoisomerism
D000596:Amino Acids; D006038:Glyoxylates; D007097:Imines