title: Synthesis of Enantiopure syn-beta-Amino Alcohols. A Simple Case of Chelation-Controlled Additions of Diethylzinc to alpha-(Dibenzylamino) Aldehydes.
abstract: Enantiomerically pure syn-2-amino alcohols 6 are prepared by addition of diethylzinc to chiral alpha-(dibenzylamino) aldehydes 4. The addition is highly stereoselective, leading to syn-2-(dibenzylamino) alcohols 5 with excellent diastereomeric excesses (76-98%). Debenzylation of 5 by hydrogenolysis on Pearlman's catalyst yields quantitatively the amino alcohols 6.
authors.affiliation: Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Valladolid, Dr. Mergelina s/n, 47011-Valladolid, Spain.
authors.forename: José M.
authors.initials: JM
authors.lastname: Andrés
authors.forename: Roberto
authors.initials: R
authors.lastname: Barrio
authors.forename: María A.
authors.initials: MA
authors.lastname: Martínez
authors.forename: Rafael
authors.initials: R
authors.lastname: Pedrosa
authors.forename: Alfonso
authors.initials: A
authors.lastname: Pérez-Encabo