Humilisin E : Strategy for the Synthesis and Access to the Functionalized Bicyclic Core
Verma, P., Pallerla, R., Rolig, A., & Pihko, P. (2024). Humilisin E : Strategy for the Synthesis and Access to the Functionalized Bicyclic Core. Journal of Organic Chemistry, Early online. https://doi.org/10.1021/acs.joc.4c00358
Julkaistu sarjassa
Journal of Organic ChemistryPäivämäärä
2024Tekijänoikeudet
© XXXX The Authors. Published by American Chemical Society
Humilisin E is a diterpenoid possessing a rare epoxidized cyclononene trans-fused with a bicyclo[3.2.0]heptane core. We have identified the P atropisomer of the corresponding cyclononadiene as a potential biosynthetic/synthetic precursor to humilisin E and reported two different strategies for the stereocontrolled synthesis of the appropriately functionalized bicyclic cores of humilisin E. The first route involves a Stork epoxynitrile cyclization via a Mg alkoxide, and the second, more stereoselective approach utilizes the Wolff rearrangement as the key step.
Julkaisija
American Chemical Society (ACS)ISSN Hae Julkaisufoorumista
0022-3263Asiasanat
Julkaisu tutkimustietojärjestelmässä
https://converis.jyu.fi/converis/portal/detail/Publication/213447606
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Näytä kaikki kuvailutiedotKokoelmat
Rahoittaja(t)
Suomen Akatemia; Teknologiateollisuuden 100-vuotissäätiöRahoitusohjelmat(t)
Akatemiahanke, SA; Säätiö; Akatemiaohjelma, SALisätietoja rahoituksesta
Support from the University of Jyväskylä, Research Council Finland (Projects 307624, 322899 and 339892), and Project DIGIPOWER (Technology Industries of Finland Centennial Foundation and Jane & Aatos Erkko Foundation) is gratefully acknowledged.Lisenssi
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