title: Catalytic asymmetric synthesis of the pentacyclic core of (-)-nakadomarin A via oxazolidine as an iminium cation equivalent.
abstract: A facile and catalytic asymmetric synthesis of the pentacyclic core of (-)-nakadomarin A, containing all the stereogenic centers of the natural product was achieved. The key intermediate involves the oxazolidine moiety as an iminium cation equivalent. An efficient method for the removal of the N-hydroxyethyl group is also described.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University Institution, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
authors.forename: Nobuya
authors.initials: N
authors.lastname: Tsuji
authors.forename: Michael
authors.initials: M
authors.lastname: Stadler
authors.forename: Naoya
authors.initials: N
authors.lastname: Kazumi
authors.forename: Tsubasa
authors.initials: T
authors.lastname: Inokuma
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Kobayashi
authors.forename: Yoshiji
authors.initials: Y
authors.lastname: Takemoto
mesh_terms: D002243:Carbolines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002412:Cations / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D010080:Oxazoles / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D002243:Carbolines; D002412:Cations; D007097:Imines; D009942:Organometallic Compounds; D010080:Oxazoles; C476640:nakadomarin A; C064210:oxazolidine; D010165:Palladium