title: Highly stereoselective metal-free catalytic reduction of imines: an easy entry to enantiomerically pure amines and natural and unnatural alpha-amino esters.
abstract: A highly efficient catalytic stereoselective ketimine reduction is described. The combination of an inexpensive chiral organocatalyst, easily prepared in a single step, and of a very cheap removable chiral auxiliary allowed us to obtain enantiomerically pure amino compounds. The methodology allowed synthesis of chiral secondary and primary amines and natural and unnatural amino esters in high yields often with total control of the absolute stereochemistry.
authors.affiliation: Dipartimento di Chimica Organica e Industriale, Università degli Studi di Milano, Via Golgi 19, I-20133 Milano, Italy.
authors.forename: Stefania
authors.initials: S
authors.lastname: Guizzetti
authors.forename: Maurizio
authors.initials: M
authors.lastname: Benaglia
authors.forename: Sergio
authors.initials: S
authors.lastname: Rossi
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D004952:Esters; D007097:Imines / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D000588:Amines; D004952:Esters; D007097:Imines