Asymmetric palladium-catalyzed umpolung cyclization of allylic acetate-aldehyde using formate as a reductant

Abstract

Palladium/chiral diphosphine-catalyzed umpolung cyclization of allylic acetate-aldehyde using formate as a terminal reductant affords cis-disubstituted pyrrolidine, tetrahydrofuran, and spiro carbocycle in high enantioselectivity. The formate does not cause allylpalladium reduction under the catalysis. The highly stereoselective cyclization would proceed through a cationic η¹-allylpalladium ligated by diphosphine.