Copper-catalyzed α-selective hydrostannylation of alkynes for the synthesis of branched alkenylstannanes

Chem Commun (Camb). 2015 Jul 7;51(53):10616-9. doi: 10.1039/c5cc02720a. Epub 2015 May 6.

Abstract

A variety of branched alkenylstannanes can directly be synthesized with excellent α-selectivity by the copper-catalyzed hydrostannylation using a distannane or a silylstannane, irrespective of the electronic and steric characteristics of terminal alkynes employed. Synthetic utility of the resulting branched alkenylstannane has been demonstrated by the total synthesis of bexarotene.