Enantioselective organocatalytic substitution of alpha-cyanoacetates on imidoyl chlorides--synthesis of optically active ketimines.
The enantioselective substitution of alpha-cyanoacetates on imidoyl chlorides under phase-transfer catalytic conditions is presented; a simple quinidine-derived phase-transfer catalyst gives access to the products, highly substituted ketimines, in generally good yields and up to 90% ee.
Santoro
Stefano
S
Danish National Research Foundation: Center for Catalysis, Department of Chemistry, Aarhus University, Aarhus C, Denmark.
Poulsen
Thomas B
TB
Jørgensen
Karl Anker
KA
D000085:Acetates / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D044367:Phase Transition; D013237:Stereoisomerism
D000085:Acetates; D007097:Imines; D009570:Nitriles