Enantioselective copper-catalyzed allylic alkylation with dialkylzincs using phosphoramidite ligands

[GRAPHICS] In the presence of a catalytic amount of copper salts, cinnamyl halides und ergo a regio- and enantioselective S(N)2' alkylation with dialkylzincs usin g chiral phosphoramidites as ligands. An S(N)2':S(N)2 ratio of 85:15 and en antiomeric excesses up to 77% for the chiral S(N)2' products are found, Var iation of solvent and reaction temperature revealed that the highest regio- and enantioselectivities are found using coordinating solvents of -40 degr eesC.