Vinylogous anionic processes in the formation and interconversion of tetracyclic ring systems
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2011Author
Thornton, Paul D.
Cameron, T. Stanley
Burnell, D. Jean
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Tandem oxy-Cope and transannular vinylogous aldol reactions and/or vinylogous retro-aldol,
conjugate addition, and transannular vinylogous aldol reactions transformed some tricyclic vinyl
enones into fused tetracycles under basic conditions. Mesylates derived from similar tetracyclic
products underwent efficient skeletal reorganization via transannular ring-opening but then
different modes of transannular ring-closure upon treatment with tert-butoxide.
Citation
Thornton, Paul D., T. Stanley Cameron, and D. Jean Burnell. 2011. "Vinylogous anionic processes in the formation and interconversion of tetracyclic ring
systems." Organic & Biomolecular Chemistry 9(9): 3447-3456.