Total synthesis of (+)-stachyflin: a potential anti-influenza A virus agent.
The first enantioselective total synthesis of (+)-stachyflin, a potential anti-influenza A virus agent, was achieved; the method features a BF(3).Et(2)O-induced domino epoxide-opening/rearrangement/cyclization reaction to stereoselectively form the requisite pentacyclic ring system in one step.
Watanabe
Kazuhiro
K
Laboratory of Synthetic Medicinal Chemistry, Department of Chemical Pharmaceutical Science, Tohoku Pharmaceutical University, 4-4-1 Komatsushima, 981-8558, Aoba-ku, Sendai, Japan.
Sakurai
Junji
J
Abe
Hideki
H
Katoh
Tadashi
T
D000998:Antiviral Agents / Q000138:chemical synthesis*; D006801:Humans; D009980:Influenza A virus / Q000187:drug effects; D007251:Influenza, Human / Q000188:drug therapy; D012717:Sesquiterpenes / Q000138:chemical synthesis*; D013191:Stachybotrys / Q000737:chemistry; D013237:Stereoisomerism
D000998:Antiviral Agents; D012717:Sesquiterpenes; C120519:stachyflin