The bridgehead alkenic ketones 22a and 22b, representing the carbobicyclic substructure of the squalene synthase and farnesyl transferase inhibitors CP-225,917 (1) and CP-263,114 (23), have been synthesized from the 7-norbornenone acetal 8, using an anionic oxy-Cope rearrangement of 21a and 21b in the key step; the synthesis serves as a test of a potential route to both natural products.
P. W. M. Sgarbi and D. L. J. Clive, Chem. Commun., 1997, 2157 DOI: 10.1039/A706075K
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