Beilstein Journal of Organic Chemistry (Aug 2014)

Relay cross metathesis reactions of vinylphosphonates

  • Raj K. Malla,
  • Jeremy N. Ridenour,
  • Christopher D. Spilling

DOI
https://doi.org/10.3762/bjoc.10.201
Journal volume & issue
Vol. 10, no. 1
pp. 1933 – 1941

Abstract

Read online

Dimethyl (β-substituted) vinylphosphonates do not readily undergo cross metathesis reactions with Grubbs catalyst and terminal alkenes. However, the corresponding mono- or diallyl vinylphosphonate esters undergo facile cross metathesis reactions. The improved reactivity is attributed to a relay step in the cross metathesis reaction mechanism.

Keywords