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Total synthesis of jiadifenolide.

ABSTRACT: As a potent neurotrophic agent, the sesquiterpenoid jiadifenolide represents a valuable small-molecule lead for the potential therapeutic treatment of neurodegenerative diseases. A stereocontrolled total synthesis of this densely functionalized natural product is reported, central to which is an adventurous samarium-mediated cyclization reaction to establish the tricyclic core and the adjacent C5 and C6 quaternary stereocenters.

SUBMITTER: Paterson I

PROVIDER: S-EPMC4320761 | biostudies-literature | 2014 Jul

REPOSITORIES: biostudies-literature

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Total synthesis of jiadifenolide.

Paterson Ian I Xuan Mengyang M Dalby Stephen M SM

Angewandte Chemie (International ed. in English) 20140523 28

As a potent neurotrophic agent, the sesquiterpenoid jiadifenolide represents a valuable small-molecule lead for the potential therapeutic treatment of neurodegenerative diseases. A stereocontrolled total synthesis of this densely functionalized natural product is reported, central to which is an adventurous samarium-mediated cyclization reaction to establish the tricyclic core and the adjacent C5 and C6 quaternary stereocenters. ...[more]

PMID: 24861364

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