Hydrogenation selectivity of the Bicyclo[4.4.0]decane ring system of valencanes

Anne M. Sauer, Louisiana State University
William E. Crowe, Louisiana State University
Gregg Henderson, Louisiana State University
Roger A. Laine, Louisiana State University

Abstract

To test the selectivity of sterically hindered systems, (+)-nootkatone and derivatives were subjected to a wide variety of hydrogenation methodologies. The steric impact of the C-4 methyl substituent seems to be responsible for the inability of the system to adopt the cis-fused structure. © Georg Thieme Verlag Stuttgart New York.