DOI: 10.1055/a-2356-8408 ISSN: 0936-5214
Synthesis and Reactions of Pentacycloundecane (PCUD) Derivatives related to Cookson’s dione
Sambasivarao Kotha, Mohammad SalmanIn this study, a keto-olefin was reacted with thallium (III) nitrate trihydrate resulting in the formation of mono ring-expanded product. However, when the dialkene was treated with thallium (III) nitrate trihydrate, an unexpected ring closure product was obtained instead of the anticipated double ring-expanded product. The use of Tebbe reagent facilitated the olefination of hindered and enolizable keto derivatives, converting both keto moieties to methylene groups and forming the desired diolefin. Notably, conventional Wittig reagents proved to be ineffective in the olefination sequence with cage diones.