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.
Department of Chemistry, Stanford University, Stanford, California 94305, United States.
Dennis X
DX
Hu
Department of Chemistry, Stanford University, Stanford, California 94305, United States.
Frederick J
FJ
Seidl
Department of Chemistry, Stanford University, Stanford, California 94305, United States.
Cyril
C
Bucher
Department of Chemistry, Stanford University, Stanford, California 94305, United States.
Noah Z
NZ
Burns