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Total Synthesis of Jiadifenolide
Author(s) -
Paterson Ian,
Xuan Mengyang,
Dalby Stephen M.
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201404224
Subject(s) - stereocenter , total synthesis , natural product , chemistry , samarium , tricyclic , stereochemistry , combinatorial chemistry , enantioselective synthesis , organic chemistry , catalysis
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.