title: Stereoselective synthesis of the CDE ring system of antitumor saponin scillascilloside E-1.
abstract: A stereoselective synthesis of the CDE ring portion of the antitumor saponin scillascilloside E-1 has been achieved, utilizing an Ireland-Claisen rearrangement to construct the contiguous tetrasubstituted stereocenters at C13 and C17 simultaneously and intramolecular nitrile oxide cycloaddition to form the five-membered ring as key steps.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Nagoya City University , 3-1 Tanabe-dori, Mizuho-ku, Nagoya 467-8603, Japan.
authors.forename: Yoshihiro
authors.initials: Y
authors.lastname: Akahori
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Yamakoshi
authors.forename: Shunichi
authors.initials: S
authors.lastname: Hashimoto
authors.forename: Seiichi
authors.initials: S
authors.lastname: Nakamura
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D061565:Cycloaddition Reaction; D015394:Molecular Structure; D012503:Saponins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D000970:Antineoplastic Agents; D012503:Saponins; C000588869:scillascilloside E-1