Palladium-catalysed asymmetric allylation and complex formation involving P,N-bidentate diamidophosphites with 1,3,2-diazaphospholidine cycles

New chiral P,N-bidentate 1,3,2-diazaphospholidine ligands were obtained by one-step phosphorylation of (2S ,3S )-2-(ferrocenylideneamino)-3-methylpentan-1-ol and (4S ,5S )-(−)-2-methyl-4-hydroxymethyl-5-phenyl-2-oxazoline. Complexation of the new ligands with [Rh(CO)2Cl]2 and [Pd(allyl)Cl]2 was found to give chelate complexes [Rh(CO)Cl(η2-P,N)] and View the MathML source[Pd(allyl)(η2-P,N)]+BF4-, correspondingly. With the new P,N-ligands, up to 70% ee was achieved in the asymmetric Pd-catalysed sulfonylation of 1,3-diphenyl-2-propenyl acetate with sodium p -toluenesulfinate. In the enantioselective alkylation of 1,3-diphenyl-2-propenyl acetate with dimethyl malonate, up to 91% enantioselectivity was achieved by using View the MathML source[Pd(allyl)(η2-P,N)]+BF4- complexes as chiral catalysts.