New Ru(0)-naphthalene complexes containing a bicyclononadiene ligand catalyze the linear cross-dimerization between methyl methacrylate and substituted alkenes by an oxidative coupling mechanism. The chiral (S,S)-2-methylbicyclo[3.3.1]nona-2,6-diene complex (S,5)-1b catalyzes asymmetric linear cross-dimerization between methyl methacrylate and 2,5-dihydrofuran to give the cross-dimer In 74% yield In 80% ee.
Averina,N.V. et al., Journal of Organic Chemistry USSR (English Translation), 1975, vol. 11, p. 75 - 82