Abstract

The enolate derived from ester 15 reacts with diketone 10 stereoselectively (10:1), and the major isomer can be converted into lactone 21. This rearranges in boiling 1,2-dichlorobenzene to afford the tricyclic lactone 22, a model compound which shares with CP-225,917 ( 1) the bridgehead double bond, the C(5) quaternary center, a C(5) side chain of correct length, and the γ-lactone subunit.

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