A new strategy toward the total synthesis of stachyflin, a potent anti-influenza A virus agent: concise route to the tetracyclic core structure.
[reaction: see text] A new strategy directed toward the total synthesis of stachyflin, a potent and novel anti-influenza A virus agent isolated from a microorganism, has been presented through the enantioselective synthesis of the tetracyclic core structure. The synthetic method features a BF(3) x Et(2)O-induced domino epoxide-opening/rearrangement/cyclization reaction as the key step.
Nakatani
Mari
M
Sagami Chemical Research Center, Hayakawa 2743-1, Ayase, Kanagawa 252-1193, Japan.
Nakamura
Masahiko
M
Suzuki
Akiyuki
A
Inoue
Munenori
M
Katoh
Tadashi
T
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D009980:Influenza A virus; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013191:Stachybotrys / Q000737:chemistry
D000998:Antiviral Agents; D012717:Sesquiterpenes; C120519:stachyflin