title: Synthetic Study of Dragmacidin E: Construction of the Core Structure Using Pd-Catalyzed Cascade Cyclization and Rh-Catalyzed Aminoacetoxylation.
abstract: We developed a novel synthetic method of the core structure of dragmacidin E bearing a 7-membered ring-fused bis(indolyl)pyrazinone skeleton. Formation of the 7-membered ring-fused tricyclic indole skeleton was accomplished using a palladium-catalyzed Heck insertion-allylic amination cascade. Vicinal difunctionalization of the 7-membered ring was realized via a rhodium-catalyzed aminoacetoxylation.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University , 1-8-1, Inohana, Chuo-ku, Chiba 260-8675, Japan.
authors.forename: Naoya
authors.initials: N
authors.lastname: Inoue
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University , 1-8-1, Inohana, Chuo-ku, Chiba 260-8675, Japan.
authors.forename: Shun-Ichi
authors.initials: SI
authors.lastname: Nakano
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University , 1-8-1, Inohana, Chuo-ku, Chiba 260-8675, Japan.
authors.forename: Shingo
authors.initials: S
authors.lastname: Harada
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University , 1-8-1, Inohana, Chuo-ku, Chiba 260-8675, Japan.
authors.forename: Yasumasa
authors.initials: Y
authors.lastname: Hamada
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University , 1-8-1, Inohana, Chuo-ku, Chiba 260-8675, Japan.|Molecular Chirality Research Center, Chiba University , 1-33, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
authors.forename: Tetsuhiro
authors.identifier: 0000-0001-8858-161X
authors.initials: T
authors.lastname: Nemoto
mesh_terms: D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013057:Spectrum Analysis / Q000379:methods
chemical_list: D000588:Amines; D026121:Indole Alkaloids; C512386:dragmacidin E; D010165:Palladium; D012238:Rhodium