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  1. AU="Deihl, Eric D"
  2. AU=Longinotti Cristina AU=Longinotti Cristina
  3. AU=Neumeister Michael
  4. AU=Kaur Jaswinder
  5. AU="Ehrenhofer, Adrian"
  6. AU="Combe, Pierre"
  7. AU="Martin B. Kinnerup"
  8. AU="Grana, Justin"
  9. AU="Thiel, Uwe"
  10. AU="Zhao, Jinlong"
  11. AU="Paresce, Erberto"
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  13. AU="Glenson S. France"
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  15. AU="Elbasiouny, Sherif M"
  16. AU=Bhandarkar Deepraj S
  17. AU="Stefano Masiero"
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  19. AU="Cho, Yun-Ho"
  20. AU=Chatr-aryamontri Andrew
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  28. AU="Xu, Jiyu"
  29. AU="Dawson, Holli E"
  30. AU="Dominy, Katherine M"
  31. AU="Maunik Chapala"
  32. AU="Luksic, Ivica"
  33. AU="Mastronardi, Luciano"
  34. AU="Md Farijul Islam"
  35. AU="Quansah, Gabriel W"
  36. AU="Keane, Stephen"
  37. AU="Marsela, Enklajd"
  38. AU="Tate, Amanda W"
  39. AU="Solodov, E P"
  40. AU="Cheng-Fang Yen"

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  1. Artikel: Rh(I)-Catalyzed Allenic Pauson–Khand Reaction to Access the Thapsigargin Core: Influence of Furan and Allenyl Chloroacetate Groups on Enantioselectivity

    Deihl, Eric D. / Jesikiewicz, Luke T. / Newman, Logan J. / Liu, Peng / Brummond, Kay M.

    Organic letters. 2022 Jan. 26, v. 24, no. 4

    2022  

    Abstract: Thapsigargin (Tg) is a potent SERCA pump inhibitor with the potential to treat cancer and COVID-19. We have extended the scope of the asymmetric allenic Pauson–Khand reaction to furan-tethered allene-ynes, a stereoconvergent transformation affording the ... ...

    Abstract Thapsigargin (Tg) is a potent SERCA pump inhibitor with the potential to treat cancer and COVID-19. We have extended the scope of the asymmetric allenic Pauson–Khand reaction to furan-tethered allene-ynes, a stereoconvergent transformation affording the 5,7,5-ring system of Tg in good yields and high enantioselectivity. Computational studies of the oxidative cyclization step show that the furan and chloroacetate groups contribute to this high selectivity.
    Schlagwörter COVID-19 infection ; Ca2-transporting ATPase ; cyclization reactions ; enantioselectivity ; furans
    Sprache Englisch
    Erscheinungsverlauf 2022-0126
    Umfang p. 995-999.
    Erscheinungsort American Chemical Society
    Dokumenttyp Artikel
    ISSN 1523-7052
    DOI 10.1021/acs.orglett.1c03951
    Datenquelle NAL Katalog (AGRICOLA)

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  2. Artikel ; Online: Rh(I)-Catalyzed Allenic Pauson-Khand Reaction to Access the Thapsigargin Core: Influence of Furan and Allenyl Chloroacetate Groups on Enantioselectivity.

    Deihl, Eric D / Jesikiewicz, Luke T / Newman, Logan J / Liu, Peng / Brummond, Kay M

    Organic letters

    2022  Band 24, Heft 4, Seite(n) 995–999

    Abstract: Thapsigargin (Tg) is a potent SERCA pump inhibitor with the potential to treat cancer and COVID-19. We have extended the scope of the asymmetric allenic Pauson-Khand reaction to furan-tethered allene-ynes, a stereoconvergent transformation affording the ... ...

    Abstract Thapsigargin (Tg) is a potent SERCA pump inhibitor with the potential to treat cancer and COVID-19. We have extended the scope of the asymmetric allenic Pauson-Khand reaction to furan-tethered allene-ynes, a stereoconvergent transformation affording the 5,7,5-ring system of Tg in good yields and high enantioselectivity. Computational studies of the oxidative cyclization step show that the furan and chloroacetate groups contribute to this high selectivity.
    Mesh-Begriff(e) COVID-19/drug therapy ; Catalysis ; Chloroacetates/chemistry ; Cyclization ; Furans/chemistry ; Models, Molecular ; Molecular Structure ; Rhodium/chemistry ; Stereoisomerism ; Thapsia/chemistry ; Thapsigargin/analogs & derivatives ; Thapsigargin/chemistry
    Chemische Substanzen Chloroacetates ; Furans ; Thapsigargin (67526-95-8) ; Rhodium (DMK383DSAC)
    Sprache Englisch
    Erscheinungsdatum 2022-01-26
    Erscheinungsland United States
    Dokumenttyp Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't ; Research Support, U.S. Gov't, Non-P.H.S.
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.1c03951
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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