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

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.

本文报道了一种兼具高化学选择性、区域选择性与对映选择性的烯丙醇溴氯加成反应，所采用的卤源廉价易得，手性催化剂为结构简单的希夫碱（Schiff base）。此外，本文还展示了该卤间加成反应在多种底物上的应用、溴氯代天然产物的快速对映选择性合成，以及该反应体系向二溴化、二氯化反应的初步拓展。