Elucidation of the stereochemistry of diterpene derivatives obtained by palladium catalyzed oxidative coupling-oxidation of camphene

Abstract

The structures of diterpene derivatives resulting from the palladium catalyzed tandem oxidative coupling-oxidation of camphene, i.e., bis(2,2-dimethyl-bicyclo[2.2.1]hept-3-ylidene)ethane and (4,4-dimethylbicyclo[3.2.1]oct-2-on-3-yl)(2,2- dimethylbicyclo[2.2.1]hept-3-ylidene)methane, were elucidated using one- and two-dimensional 1H and 13C NMR techniques. Their stereochemistry was determined unambiguously by NOESY experiments.