Palladium-catalyzed enantioselective allylation in the presence of phosphoramidites derived from ( S a )-3-SiMe 3 -BINOL, ( R , S )-semi-TADDOL, and ( R , R )-TADDOL

Novel P*- and P-monodentate phosphoramidites of a 1,3,2-dioxaphosphepine series were derived from (S a)-3-trimethylsilyl-BINOL, (R,S)-semi-TADDOL, and (R,R)-TADDOL. Catalytic performance of the synthesized compounds were examined in the Pd-catalyzed asymmetric allylic substitution of (E)-1,3-diphenylallyl acetate: the reaction with dimethyl malonate gave up to 92% ee. The effects of additives of 5,10,15,20-tetraphenylporphyrin and its metal complexes on conversion and enantioselectivity were studied.