Enantioselective Ag-Catalyzed Allylation of Aldimines

A highly enantioselective synthesis of homoallylic amines, using allyltrimethoxysilane under Ag-I catalytic conditions, has been developed. Among the chiral ligands investigated, a remarkable difference in the resulting Ag-I complexes was observed. Under mild conditions and low catalyst loadings, homoallylamines were produced in high ee values (up to 80 %) and good yields. The methodology can be further extended to a diastere- and enantioselective crotylation of aldimines. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)