title: Total Synthesis of Proposed Structure of Yuremamine and All Diastereomers Using [3+2]-Cycloaddition of Platinum-Containing Azomethine Ylide.
abstract: Total synthesis of the proposed structure of yuremamine has been achieved for the first time based on the intermolecular [3+2]-cycloaddition reaction of the platinum-containing azomethine ylide. All the possible diastereomers of yuremamine were also synthesized via the common intermediate. Through these syntheses, it was confirmed that the proposed structure of yuremamine and the diastereomers differ from the natural product.
authors.affiliation: Department of Chemistry, Tokyo Institute of Technology, 2-12-1, O-okayama, Meguro-ku, Tokyo, 152-8551, Japan.
authors.forename: Tomoya
authors.initials: T
authors.lastname: Ohyama
authors.affiliation: Department of Chemistry, Tokyo Institute of Technology, 2-12-1, O-okayama, Meguro-ku, Tokyo, 152-8551, Japan.
authors.forename: Masako
authors.initials: M
authors.lastname: Uchida
authors.affiliation: Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, Tokyo, 171-8588, Japan.
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Kusama
authors.affiliation: Department of Chemistry, Tokyo Institute of Technology, 2-12-1, O-okayama, Meguro-ku, Tokyo, 152-8551, Japan. niwasawa@chem.titech.ac.jp.
authors.forename: Nobuharu
authors.initials: N
authors.lastname: Iwasawa
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D061565:Cycloaddition Reaction / Q000379:methods; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D031298:Mimosa / Q000737:chemistry*; D010936:Plant Extracts / Q000138:chemical synthesis* / Q000737:chemistry; D010984:Platinum / Q000737:chemistry*; D013237:Stereoisomerism; D013882:Thiosemicarbazones / Q000737:chemistry*
chemical_list: D001391:Azo Compounds; D001688:Biological Products; D007211:Indoles; D010936:Plant Extracts; D013882:Thiosemicarbazones; C507332:Yuremamine; C512188:azomethine; D010984:Platinum
keywords: [3+2] cycloaddition; azomethine ylide; platinum; total synthesis; yuremamine