@article{Powers2019Biomi-57688,
  year={2019},
  doi={10.1002/anie.201910710},
  title={Biomimetic Synthesis of Meroterpenoids by Dearomatization-Driven Polycyclization},
  number={45},
  volume={58},
  issn={1433-7851},
  journal={Angewandte Chemie International Edition},
  pages={16141--16146},
  author={Powers, Zachary and Scharf, Adam and Cheng, Andrea and Yang, Feng and Himmelbauer, Martin and Mitsuhashi, Takaaki and Barra, Lena and Taniguchi, Yoshimasa and Kikuchi, Takashi and Porco, John A.}
}

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    <dc:contributor>Porco, John A.</dc:contributor>
    <dc:contributor>Kikuchi, Takashi</dc:contributor>
    <dc:contributor>Yang, Feng</dc:contributor>
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    <dc:creator>Mitsuhashi, Takaaki</dc:creator>
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    <dc:creator>Porco, John A.</dc:creator>
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    <dc:contributor>Taniguchi, Yoshimasa</dc:contributor>
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    <dc:creator>Scharf, Adam</dc:creator>
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    <dc:creator>Taniguchi, Yoshimasa</dc:creator>
    <dcterms:title>Biomimetic Synthesis of Meroterpenoids by Dearomatization-Driven Polycyclization</dcterms:title>
    <dc:creator>Barra, Lena</dc:creator>
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    <dc:contributor>Cheng, Andrea</dc:contributor>
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    <dcterms:abstract xml:lang="eng">A biomimetic route to farnesyl pyrophosphate and dimethyl orsellinic acid (DMOA)-derived meroterpenoid scaffolds has yet to be reported despite great interest from the chemistry and biomedical research communities. A concise synthetic route with the potential to access DMOA-derived meroterpenoids is highly desirable to create a library of related compounds. Herein, we report novel dearomatization methodology followed by polyene cyclization to access DMOA-derived meroterpenoid frameworks in six steps from commercially available starting materials. Furthermore, several farnesyl alkene substrates were used to generate structurally novel, DMOA-derived meroterpenoid derivatives. DFT calculations combined with experimentation provided a rationale for the observed thermodynamic distribution of polycyclization products.</dcterms:abstract>
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    <dc:contributor>Mitsuhashi, Takaaki</dc:contributor>
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