title: Candida antarctica Lipase-Catalyzed Doubly Enantioselective Aminolysis Reactions. Chemoenzymatic Synthesis of 3-Hydroxypyrrolidines and 4-(Silyloxy)-2-oxopyrrolidines with Two Stereogenic Centers.
abstract: Aminolyses of racemic and prochiral 3-hydroxyesters with racemic amines are effectively catalyzed by Candida antarctica lipase. In these processes, the simultaneous resolution of the ester and the amine, or the corresponding asymmetrization-resolution, takes place. In all cases, the high enantioselectivity shown by the lipase toward all the reactants allows the preparation of enantiopure 3-hydroxyamides with very high diastereomeric ratios. These 3-hydroxyamides are used as starting materials in the synthesis of 3-hydroxy- and 2-oxopyrrolidines, both containing two stereogenic centers in their structures.
authors.affiliation: Departamento de Química Orgánica e Inorgánica, Universidad de Oviedo, E-33071, Oviedo, Spain.
authors.forename: Víctor M.
authors.initials: VM
authors.lastname: Sánchez
authors.forename: Francisca
authors.initials: F
authors.lastname: Rebolledo
authors.forename: Vicente
authors.initials: V
authors.lastname: Gotor