Highly Diastereo‐ and Enantioselective Vinylogous Mannich Reactions of Fluorinated Aldimines with Siloxyfurans

Abstract

AbstractA highly regio‐ and enantioselective asymmetric vinylogous Mannich reaction of readily available fluorinated aldimines bearing a chiral auxiliary [(S)‐1‐phenylethyl group] with siloxyfurans to afford chiral fluorine‐containing γ‐butenolide or γ‐lactone derivatives has been developed in the presence of silver acetate (10 mol%) and axially chiral phosphine‐oxazoline ligand L1 (11 mol%). In most cases, the corresponding fluorinated adducts were obtained in high yields, good to excellent enantiomeric excesses and up to>20:1 dr.