A highly regioselective palladium-catalyzed hydrophosphination of alkynes using a diphosphine-hydrosilane binary system

J Org Chem. 2008 Oct 17;73(20):7928-33. doi: 10.1021/jo801267y. Epub 2008 Sep 18.

Abstract

A novel transition-metal-catalyzed hydrophosphination of terminal alkynes using a diphosphine-hydrosilane binary system takes place regioselectively to provide vinylic phosphines, which undergo air oxidation during workup, affording the corresponding vinylphosphine oxides in good yields. In this hydrophosphination, hydrosilanes act as a useful hydrogen source, and furthermore, small amounts of oxygen is required to accomplish the reaction efficiently.