21 research outputs found

    Total Synthesis of (+)-Komarovispirone

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    (+)-Komaroviquinone photolytically rearranges to (+)-komarovispirone. A rationalization of this isomerization is presented

    Total Synthesis of (−)-Barbatusol, (+)-Demethylsalvicanol, (−)-Brussonol, and (+)-Grandione<sup>§</sup>

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    The icetexane-based diterpenes (−)-barbatusol, (+)-demethylsalvicanol, and (−)-brussonol were synthesized. Synthetic demethylsalvicanol was dimerized to produce (+)-grandione using aqueous Diels−Alder conditions

    Total Synthesis of (−)-Barbatusol, (+)-Demethylsalvicanol, (−)-Brussonol, and (+)-Grandione<sup>§</sup>

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    The icetexane-based diterpenes (−)-barbatusol, (+)-demethylsalvicanol, and (−)-brussonol were synthesized. Synthetic demethylsalvicanol was dimerized to produce (+)-grandione using aqueous Diels−Alder conditions

    Total Synthesis of (+)-19-Deoxyicetexone, (−)-Icetexone, and (+)-5-<i>Epi</i>-icetexone

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    The first asymmetric total syntheses of 19-deoxyicetexone, icetexone, and 5-epi-icetexone was achieved from epimeric tricyclic dienes

    Total Synthesis of (+)-19-Deoxyicetexone, (−)-Icetexone, and (+)-5-<i>Epi</i>-icetexone

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    The first asymmetric total syntheses of 19-deoxyicetexone, icetexone, and 5-epi-icetexone was achieved from epimeric tricyclic dienes

    Total Synthesis of (+)-19-Deoxyicetexone, (−)-Icetexone, and (+)-5-<i>Epi</i>-icetexone

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    The first asymmetric total syntheses of 19-deoxyicetexone, icetexone, and 5-epi-icetexone was achieved from epimeric tricyclic dienes

    Total Synthesis of (+)-19-Deoxyicetexone, (−)-Icetexone, and (+)-5-<i>Epi</i>-icetexone

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    The first asymmetric total syntheses of 19-deoxyicetexone, icetexone, and 5-epi-icetexone was achieved from epimeric tricyclic dienes

    Total Synthesis of (−)-Salviasperanol<sup>§</sup>

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    The achiral enynone shown cyclized to produce a tricyclic dienone that was converted in six steps to (−)-salviasperanol

    Total Synthesis of (−)-Salviasperanol<sup>§</sup>

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    The achiral enynone shown cyclized to produce a tricyclic dienone that was converted in six steps to (−)-salviasperanol

    A Concise Synthesis of (+)-Salvadione B

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    The novel hexacyclic triterpene salvadione B was synthesized in seven steps from the chiral quinone shown. The insight gained from this synthesis permitted a two-step, one-pot sequence to introduce the three additional rings and seven chiral centers
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