ChemInform Abstract: Acid‐Catalyzed Intramolecular C‐Alkylation in β,γ‐Unsaturated Diazomethyl Ketones. Part 5. Synthesis of Functionalized Hydrofluorene Derivatives via Novel Fragmentation Reactions.

Abstract

Reductive cleavage of the bridged hydroxycyclopentanones (I) followed by Jones oxidation proceeds with retention of configuration to give the ketones (II); (IIb) is also obtained with better yield along with its epimer (III) by catalytic hydrogenolysis of (Ib).