A Concise Synthesis of Forskolin
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Rok publikování | 2017 |
Druh | Článek v odborném periodiku |
Časopis / Zdroj | Angewandte Chemie International Edition |
Fakulta / Pracoviště MU | |
Citace | |
Doi | http://dx.doi.org/10.1002/anie.201706809 |
Obor | Organická chemie |
Klíčová slova | adenylyl cyclases; forskolin; natural product synthesis; structural analogues |
Popis | A 24-step synthesis of (:)-forskolin is presented, which delivered hundred milligram quantities of this complex diterpene in one pass. Transformations key to our approach include: a) a strategic allylic transposition, b) stepwise assembly of a sterically encumbered isoxazole ring, and c) citric acidmodified Upjohn dihydroxylation of a resilient tetrasubstituted olefin. The developed route has exciting potential for the preparation of new forskolin analogues inaccessible by semisynthesis. |
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