Catalytic Chemo-, Regio-, and Enantioselective Bromochlorination of Allylic Alcohols

Dennis X. Hu, Frederick J. Seidl, Cyril Bucher, Noah Z. Burns

Journal of the American Chemical Society · 2015 · 123 citations · 33 references

Concepts

Abstract

Herein we describe a highly chemo-, regio-, and enantioselective bromochlorination reaction of allylic alcohols, employing readily available halogen sources and a simple Schiff base as the chiral catalyst. The application of this interhalogenation reaction to a variety of substrates, the rapid enantioselective synthesis of a bromochlorinated natural product, and preliminary extension of this chemistry to dibromination and dichlorination are reported.

References

33