| Literature DB >> 28782270 |
Ondřej Hylse1,2, Lukáš Maier1,2, Roman Kučera1, Tomáš Perečko2,3, Aneta Svobodová2,3, Lukáš Kubala2,3, Kamil Paruch1,2, Jakub Švenda1,2.
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.Entities:
Keywords: adenylyl cyclases; forskolin; natural product synthesis; structural analogues
Year: 2017 PMID： 28782270 DOI： 10.1002/anie.201706809
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336