A Concise Synthesis of Forskolin | Zendy

Hylse Ondřej | Zendy; Maier Lukáš | Zendy; Kučera Roman | Zendy; Perečko Tomáš | Zendy; Svobodová Aneta | Zendy; Kubala Lukáš | Zendy; Paruch Kamil | Zendy; Švenda Jakub | Zendy

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A Concise Synthesis of Forskolin

Author(s) -

Hylse Ondřej,

Maier Lukáš,

Kučera Roman,

Perečko Tomáš,

Svobodová Aneta,

Kubala Lukáš,

Paruch Kamil,

Švenda Jakub

Publication year - 2017

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201706809

Subject(s) - forskolin , medicine , stimulation

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.

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