Total synthesis of jiadifenolide.
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Authors
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.
Description
Keywords
cyclization, neurological agents, samarium, terpenoids, total synthesis, Crystallography, X-Ray, Cyclization, Molecular Structure, Oxidation-Reduction, Sesquiterpenes, Stereoisomerism, Vinyl Compounds
Journal Title
Angew Chem Int Ed Engl
Conference Name
Journal ISSN
1433-7851
1521-3773
1521-3773
Volume Title
53
Publisher
Wiley
Publisher DOI
Sponsorship
We thank Clare College Cambridge (Fellowship to S.M.D.) and the
EPSRC UK National Mass Spectrometry Facility at Swansea.