Enantioselective Bromocyclization of Allylic Amides Catalyzed by BINAP Derivatives

• DOI: 10.1021/acs.orglett.5b00220
• Publication Date: 2015-02-20T18:27:44Z
• Authors: Yuji Kawato; Akino Kubota; Hiromi Ono; Hiromichi Egami; Yoshitaka Hamashima
• Keywords: BINAP

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