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Total Syntheses of Sesterpenic Acids:  Refuted (±)-Bilosespenes A and B

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journal contribution
posted on 27.11.2003, 00:00 authored by Day-Shin Hsu, Chun-Chen Liao
The total syntheses of racemic sesterpenic acids 1 and 2 have been accomplished from creosol (6) in 12 and 13 steps, respectively. Intramolecular Diels−Alder reaction of masked o-benzoquinone 7 generated from 6 and allyl alcohol, stereoselective addition of alkenylcerium(III) chloride 8 to ketone 5, and anionic oxy-Cope rearrangement of dienol 4 are the key steps.