Enantioselective Bromocyclization of Allylic Amides Catalyzed by BINAP Derivatives

Abstract

A highly enantioselective bromocyclization of allylic amides with <i>N</i>-bromosuccinimide (NBS) was developed with DTBM-BINAP as a catalyst, affording chiral oxazolines with a tetrasubstituted carbon center in high yield with up to 99% ee. By utilizing the bromo substituent as a handle, the obtained compounds were converted to synthetically useful chiral building blocks