Total syntheses of sesterpenic acids: refuted (+/-)-bilosespenes A and B |
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| Authors: | Hsu Day-Shin Liao Chun-Chen |
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| Affiliation: | Department of Chemistry, National Tsing Hua University, Hsinchu 300, Taiwan. |
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| Abstract: | [reaction: see text] 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. |
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