Pd(II)-catalyzed regioselective hydroarylation of allenyl-containing α-amino acid derivatives with aryl boronic acids.

Abstract

A convenient pathway to a new family of α,α-disubstituted α-amino acid derivatives bearing an aryl alkene moiety at the side chain has been developed. This method is based on hydroarylation of functional allenes with aryl boronic acids under Pd(II)/dppf catalysis. The studied reactions represent the first example of the metal-catalyzed arylation of allenyl-containing α-amino acid derivatives and allow for the efficient assembly of biologically valuable molecules under mild conditions in good yields and high regio- and stereoselectivity.