title: Barbier-type diastereoselective allylation of alpha-amino aldehydes with an enantiopure 2-sulfinylallyl building block.
abstract: An optimized procedure for the diastereoselective allylation under aqueous Barbier conditions of a series of alpha-amino aldehydes with our new chiral building block (S(s))-3-chloro-2-(p-tolylsulfinyl)-1-propene [(S(s))-1a] to afford enantiomerically pure sulfinylamino alcohols in good yields and diastereoselectivites is reported. High levels of diastereoinduction can be achieved from alpha-amino aldehydes configurationally related to natural alpha-amino acids.
authors.affiliation: Universitat de Barcelona, Facultat de Farmàcia, Unitat de Química Farmacèutica, Unitat Associada al CSIC Avgda. Joan XXIII, s/n, 08028 Barcelona, Spain.
authors.forename: Francesc
authors.initials: F
authors.lastname: Márquez
authors.forename: Raúl
authors.initials: R
authors.lastname: Montoro
authors.forename: Amadeu
authors.initials: A
authors.lastname: Llebaria
authors.forename: Elena
authors.initials: E
authors.lastname: Lago
authors.forename: Elies
authors.initials: E
authors.lastname: Molins
authors.forename: Antonio
authors.initials: A
authors.lastname: Delgado