10.1021/ol047332j.s001
E. J. Alvarez-Manzaneda
E. J.
Alvarez-Manzaneda
R. Chahboun
R.
Chahboun
I. Barranco Pérez
I.
Barranco Pérez
E. Cabrera
E.
Cabrera
E. Alvarez
E.
Alvarez
R. Alvarez-Manzaneda
R.
Alvarez-Manzaneda
First Enantiospecific Synthesis of the
Antitumor Marine Sponge Metabolite
(−)-15-Oxopuupehenol from (−)-Sclareol
American Chemical Society
2005
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
2005-04-14 00:00:00
Journal contribution
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.