Synthesis of the carbobicyclic substructure of CP-225,917 and CP-263,114

Abstract

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.

References

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