Portal de Periódicos da CAPES

A Concise Synthesis of Forskolin

2017; Wiley; Volume: 56; Issue: 41 Linguagem: Inglês

10.1002/anie.201706809

1521-3773

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

Carbohydrate Chemistry and Synthesis

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.