Rapid assembly of polycyclic substances by a multicomponent cascade (4 + 2)-(2 + 2) cycloadditions: total synthesis of the proposed structure of paesslerin A.
A versatile method for stereoselective formation of multisubstituted bicyclo[4.2.0]octane framework has been developed by means of catalytic (4 + 2)-(2 + 2) cycloaddition reactions. Its application to the synthesis of a substance reported to be the cytotoxic sesquiterpene, paesslerin A, is described, and it has been made clear that a revision of the structure of natural paesslerin A is required.
Inanaga
Kazato
K
Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama Sendai 980-8578, Japan.
Takasu
Kiyosei
K
Ihara
Masataka
M
D001952:Bridged-Ring Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D011083:Polycyclic Compounds / Q000138:chemical synthesis*; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry
D001952:Bridged-Ring Compounds; D011083:Polycyclic Compounds; D012717:Sesquiterpenes; C438968:paesslerin A