title: Highly diastereo- and enantioselective direct Barbas-List aldol reactions promoted by novel benzamidoethyl and benzamidopropyl prolinamides in water.
abstract: Four novel benzamido-functionalized prolinamides have been prepared and tested as organocatalysts for enantioselective aldol reaction of aldehydes and cyclic ketones in water. In particular, prolinamide derived from achiral ethylene diamine was the best catalyst leading to anti aldols in excellent diastereomeric (up to 98/2) and enantiomeric (up to 99/1) ratios, thereby showing that lateral amide functionalities might be a key issue for facilitating "in water" chemistry. These catalysts are cheaper and easier to prepare than those previously described.
authors.affiliation: Instituto CINQUIMA and Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Valladolid, Dr Mergelina s/n, 47011, Valladolid, Spain. pedrosa@qo.uva.es
authors.forename: Rafael
authors.initials: R
authors.lastname: Pedrosa
authors.forename: José M
authors.initials: JM
authors.lastname: Andrés
authors.forename: Rubén
authors.initials: R
authors.lastname: Manzano
authors.forename: David
authors.initials: D
authors.lastname: Román
authors.forename: Silvia
authors.initials: S
authors.lastname: Téllez