(1<i>R</i>,3<i>R</i>,5<i>S</i>,<i>Z</i>)-2-Ethylidene-6,6-dimethyl-3-vinylbicyclo[3.1.1]-heptane

Abstract

(1R,3R,5S,Z)-2-ethylidene-6,6-dimethyl-3-vinylbicyclo[3.1.1]heptane was prepared by hydrovinylation of nopadiene catalyzed by a cationic Ru complex. The structure was fully characterized by 1H- and 13C-NMR spectroscopy, including 2D-COSY and 2D-NOESY spectra, optical rotation, and combustion analysis. In contrast to the previously reported 1,2-hydrovinylation of 1-vinylcycloalkenes by this catalyst, the reaction with nopadiene proceeds by 1,4-addition of ethylene.

Keywords

• 1,4-hydrovinylation
• Ru-catalysis
• stereoselectivity