title: Formal Total Synthesis of Manzacidin C Based on Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Imines.
abstract: An enantioselective formal total synthesis of (+)-manzacidin C is described. A key feature of the synthesis is the construction of two chiral centers via the asymmetric 1,3-dipolar cycloaddition of an azomethine imine to methallyl alcohol by the use of (S,S)-DIPT as a chiral auxiliary.
authors.affiliation: Division of Material Chemistry, Graduate School of Natural Science and Technology, Kanazawa University , Kakuma, Kanazawa, Ishikawa 920-1192, Japan.
authors.forename: Thu Minh Thi
authors.initials: TM
authors.lastname: Tong
authors.affiliation: Division of Material Chemistry, Graduate School of Natural Science and Technology, Kanazawa University , Kakuma, Kanazawa, Ishikawa 920-1192, Japan.
authors.forename: Takahiro
authors.initials: T
authors.lastname: Soeta
authors.affiliation: Division of Material Chemistry, Graduate School of Natural Science and Technology, Kanazawa University , Kakuma, Kanazawa, Ishikawa 920-1192, Japan.
authors.forename: Takuya
authors.initials: T
authors.lastname: Suga
authors.affiliation: Division of Material Chemistry, Graduate School of Natural Science and Technology, Kanazawa University , Kakuma, Kanazawa, Ishikawa 920-1192, Japan.
authors.forename: Keisuke
authors.initials: K
authors.lastname: Kawamoto
authors.affiliation: Division of Material Chemistry, Graduate School of Natural Science and Technology, Kanazawa University , Kakuma, Kanazawa, Ishikawa 920-1192, Japan.
authors.forename: Yoshihito
authors.identifier: 0000-0003-4896-9008
authors.initials: Y
authors.lastname: Hayashi
authors.affiliation: Division of Material Chemistry, Graduate School of Natural Science and Technology, Kanazawa University , Kakuma, Kanazawa, Ishikawa 920-1192, Japan.
authors.forename: Yutaka
authors.identifier: 0000-0003-3185-3113
authors.initials: Y
authors.lastname: Ukaji
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D061565:Cycloaddition Reaction; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013882:Thiosemicarbazones / Q000737:chemistry*
chemical_list: D001391:Azo Compounds; D007097:Imines; D011743:Pyrimidines; D011758:Pyrroles; D013882:Thiosemicarbazones; C512188:azomethine; C470326:manzacidin C