Display options
Cite
Hylse O, Maier L, Kučera R, et al. A Concise Synthesis of Forskolin. Angew Chem Int Ed Engl. 2017;56(41):12586-12589doi: 10.1002/anie.201706809.
Hylse, O., Maier, L., Kučera, R., Perečko, T., Svobodová, A., Kubala, L., Paruch, K., & Švenda, J. (2017). A Concise Synthesis of Forskolin. Angewandte Chemie (International ed. in English), 56(41), 12586-12589. https://doi.org/10.1002/anie.201706809
Hylse, Ondřej, et al. "A Concise Synthesis of Forskolin." Angewandte Chemie (International ed. in English) vol. 56,41 (2017): 12586-12589. doi: https://doi.org/10.1002/anie.201706809
Hylse O, Maier L, Kučera R, Perečko T, Svobodová A, Kubala L, Paruch K, Švenda J. A Concise Synthesis of Forskolin. Angew Chem Int Ed Engl. 2017 Oct 02;56(41):12586-12589. doi: 10.1002/anie.201706809. Epub 2017 Sep 05. PMID: 28782270.
Copy Download .nbib Format: NLM
Share it on

Angew Chem Int Ed Engl. 2017 Oct 02;56(41):12586-12589. doi: 10.1002/anie.201706809. Epub 2017 Sep 05.

A Concise Synthesis of Forskolin.

Angewandte Chemie (International ed. in English)

Ondřej Hylse, Lukáš Maier, Roman Kučera, Tomáš Perečko, Aneta Svobodová, Lukáš Kubala, Kamil Paruch, Jakub Švenda

Affiliations

  1. Department of Chemistry, Masaryk University, Kamenice 5, Brno, 625 00, Czech Republic.
  2. International Clinical Research Center, St. Anne's University Hospital, Peka?ská 53, Brno, 656 91, Czech Republic.
  3. Institute of Biophysics, Academy of Sciences of the Czech Republic, Královopolská 135, Brno, 612 65, Czech Republic.

PMID: 28782270 DOI: 10.1002/anie.201706809

Abstract

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 acid-modified Upjohn dihydroxylation of a resilient tetrasubstituted olefin. The developed route has exciting potential for the preparation of new forskolin analogues inaccessible by semisynthesis.

© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: adenylyl cyclases; forskolin; natural product synthesis; structural analogues

Publication Types