Synthesis of symmetrical trisubstituted olefins by cross metathesis.
[reaction: see text] Trisubstituted alkenes have been prepared via intermolecular olefin cross-metathesis (CM) between alpha-olefins and symmetrically 1,1-disubstituted olefins using an imidazolylidene ruthenium benzylidene complex. Of particular interest is the synthesis of isoprenoid/prenyl groups by a simple solvent-free CM reaction with isobutylene. In addition, prenyl groups can also be installed by a cross-metathesis of 2-methyl-2-butene with a variety of alpha-olefins at room temperature with low catalyst loadings.
Chatterjee
Arnab K
AK
The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.
Sanders
Daniel P
DP
Grubbs
Robert H
RH