Elaboration of S-(-)-α-Pinene into Functionalized Bicyclo[4.2.1]nonane Framework of Mediterraneols

All articles of this category A two-carbon ring expansion of (-)-α-pinene 1 to bicyclo[5.1.1]nonane system (+)- 12 and 1,2-cationic rearrangement provides an entry into a functionalized bicyclo[4.2.1]nonane derivative, representing the carbocyclic skeleton, present in the novel marine diterpenes, mediterraneols. "push-pull" cyclopropane fragmentation - two-carbon ring expansion - bicyclo[4.2.1.]nonane - marine natural products