Synthesis of tavacpallescensin and occidol via a common intermediate

Abstract

The symmetrical benzosuberone 3 has been used in the synthesis of tavacpallescensin by an Emmons–Wadsworth condensation, selenium dioxide oxidation and diisobutylaluminium hydride reduction. For the elaboration of occidol, α-diazotization, Wolff rearrangement and reaction with methyllithium were involved.

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