Daniel J. O'Leary

Novel methods for cross-metathesis of terminal olefins

A method for the cross-metathesis of terminal olefins is disclosed. The method describes making disubstituted internal olefin products by contacting a first terminal olefin with another first terminal olefin to form a dimer and then contacting the dimer with a second terminal olefin in the presence of a catalyst having formula (I), where M may be Os or Ru, R and R1 may be the same or different and may be hydrogen or a substitutent group selected from C?1?-C20 alkyl, C2-C20 alkenyl, C2-C20 alkynyl, aryl, C1-C20 carboxylate, C1-C20 alkoxy, C2-C20 alkenyloxy, C2-C20 alkynyloxy, aryloxy, C2-C20 alkoxycarbonyl, C1-C20 alkylthio, C1-C20 alkylsulfonyl, and C1-C20 alkylsulfinyl. X and X?1? may be the same or different and may be any anionic ligand. L and L1 may be the same or different and may be any neutral electron donor.

Terminal olefin cross-metathesis with acrolein acetals

Abstract New olefin metathesis methodology for the homologation of terminal olefins to protected α,β-unsaturated aldehydes is described. Acrolein acetals, including asymmetric derivatives, are robust cross-metathesis substrates as evidenced by reaction yields of 80–90% at catalyst loadings of 2–5 mol % (PCy 3 ) 2 Cl 2 Ruue5f8CHPh ( 1 ).

Template-promoted dimerization of C-allylglycine: A convenient synthesis of (S,S)-2,7-diaminosuberic acid

Abstract ( S , S )-2,7-diaminosuberic acid can be synthesized in a convenient manner using an intramolecular ruthenium-catalyzed ring closing metathesis reaction of BOC-protected C -allylglycine anchored to a catechol template