Stereospecific Hydroformylation of endo-Dicyclopentadiene in the Presence of Rhodium Complex Catalysts. A Route to endo-Tricyclo[5.2.1.0^2,6]Dec-8-exo-Ylcarbinol, Precursor of 4-Homoisotwistane

Abstract

Since the discovery of a potent antiviral activity of 3-amino-4-homoisotwistane (tricyclo [5.3.1.0]undecane, VIII) our efforts have been directed to find out better methods of synthesizing the parent hydrocarbons. In this communication is reported synthesis of a new precursor to 4-homoisotwistane (VIII), endo-tricyclo [5.2.1.0]dec-8-exo-ylcarbinol (IIIx), via hydroformylation of endo-dicyclo-pentadiene (endo-tricyclo [5.2.1.0]deca-3,8-diene) (I) in the presence of rhodium complex catalysts.