ChemInform Abstract: Bicyclo(3.3.1)nonanes as Synthetic Intermediates. Part 17. A Novel Interconversion Between Bicyclo(4.3.1)decane and Tricyclo(4.3.1.0)decane Systems via the Dual Mode of Aldol Cyclization of Bicyclo(4.3.1)decane‐3,8‐dione.

Abstract Ring expansion of the (aminomethyl)hydroxyoxaadamantane (I) is achieved via diazotization and subsequent denitrogenation at 0°C to generate the bicyclic dione (II).