Alkene isomerization-hydroboration promoted by phosphine-ligated cobalt catalysts

Org Lett. 2015 Jun 5;17(11):2716-9. doi: 10.1021/acs.orglett.5b01135. Epub 2015 May 26.

Abstract

Generated in situ from air-stable cobalt precursors or readily synthesized using NaHBEt3, (PPh3)3CoH(N2) was found to be an effective catalyst for the hydroboration of alkenes. Unlike previous base-metal catalysts for alkene isomerization-hydroboration which favor the incorporation of boron at terminal positions, (PPh3)3CoH(N2) promotes boron incorporation adjacent to π-systems even in substrates where the alkene is at a remote position, enabling a unique route to 1,1-diboron compounds from α,ω-dienes.