First Enantiospecific Synthesis of the
Antitumor Marine Sponge Metabolite
(−)-15-Oxopuupehenol from (−)-Sclareol
E. J. Alvarez-Manzaneda
R. Chahboun
I. Barranco Pérez
E. Cabrera
E. Alvarez
R. Alvarez-Manzaneda
10.1021/ol047332j.s001
https://acs.figshare.com/articles/journal_contribution/First_Enantiospecific_Synthesis_of_the_Antitumor_Marine_Sponge_Metabolite_15_Oxopuupehenol_from_Sclareol/3291319
A new route toward puupehenone-related bioactive metabolites from (−)-sclareol, based on the palladium(II)-mediated diastereoselective cyclization
of a drimenylphenol, is described. Utilizing this, the first enantiospecific synthesis of the antitumor and antimalarial (−)-15-oxopuupehenol,
together with improved syntheses of (+)-puupehenone, (+)-puupehedione, and (+)-15-cyanopuupehenone, were accomplished.
2005-04-14 00:00:00
diastereoselective
puupehenone
Utilizing
cyanopuupehenone
drimenylphenol
oxopuupehenol
Antitumor
enantiospecific synthesis
Sclareol
Oxopuupehenol
Marine
Metabolite
antitumor
antimalarial
sclareol
palladium
First Enantiospecific Synthesis
metabolite
bioactive
cyclization
synthese
puupehedione