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  • Krzyzanowski, AdrianUmeå universitet,Kemiska institutionen (author)

Synthesis of Indole-, Benzo[ b]thiophene-, and Benzo[ b]selenophene-Based Analogues of the Resveratrol Dimers Viniferifuran and (±)-Dehydroampelopsin B.

  • Article/chapterEnglish2018

Publisher, publication year, extent ...

  • 2018-10-15
  • American Chemical Society (ACS),2018
  • printrdacarrier

Numbers

  • LIBRIS-ID:oai:DiVA.org:umu-153480
  • https://urn.kb.se/resolve?urn=urn:nbn:se:umu:diva-153480URI
  • https://doi.org/10.1021/acs.orglett.8b02638DOI

Supplementary language notes

  • Language:English
  • Summary in:English

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  • Subject category:ref swepub-contenttype
  • Subject category:art swepub-publicationtype

Notes

  • A convenient synthetic strategy to obtain viniferifuran and (±)-dehydroampelopsin B analogues based on the heterocyclic cores of indole, benzo[ b]thiophene, and benzo[ b]selenophene is presented. The key transformations utilized in the described syntheses include Sonogashira couplings, Cacchi and alkyne electrophilic cyclizations, Horner-Wadsworth-Emmons (HWE) reaction, chemoselective Suzuki-Miyaura couplings, and acid-promoted intramolecular cyclization to form the seven-membered ring of (±)-dehydroampelopsin B.

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  • Saleeb, MichaelUmeå universitet,Kemiska institutionen(Swepub:umu)misa0058 (author)
  • Elofsson, MikaelUmeå universitet,Kemiska institutionen(Swepub:umu)miel0001 (author)
  • Umeå universitetKemiska institutionen (creator_code:org_t)

Related titles

  • In:Organic Letters: American Chemical Society (ACS)20:21, s. 6650-66541523-70601523-7052

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Krzyzanowski, Ad ...
Saleeb, Michael
Elofsson, Mikael
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NATURAL SCIENCES
NATURAL SCIENCES
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and Organic Chemistr ...
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Organic Letters
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Umeå University

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