Malonate-type bis(oxazoline) ligands with sp 2 hybridized bridge carbon: synthesis and application in Friedel–Crafts alkylation and allylic alkylation

Abstract

A series of simple and new C 2-symmetric diphenylmethylidene malonate-type bis(oxazoline) ligands were synthesized and applied to the Friedel–Crafts reaction and allylic alkylation. The Cu(II) complex of ligand 4b bearing the benzyl group afforded good to excellent enantioselectivity for the F– C adducts (up to >99% ee) between indole and alkylidene malonate, and the palladium complex of ligand 4c bearing the phenyl group afforded excellent enantioselectivity (up to 94% ee) for the allylic alkylation product.