title: Asymmetric synthesis of the four possible fagomine isomers.
abstract: The asymmetric synthesis of fagomine and its congeners 1-4 has been achieved by catalytic ring-closing metathesis (RCM). The synthesis involved the construction of the piperidene-type chiral building block 5 followed by dihydroxylation, starting from the d-serine-derived Garner aldehyde 6.
authors.affiliation: Faculty of Pharmaceutical Sciences, Tohoku Pharmaceutical University, Sendai 981-8558, Japan. takahata@tohoku-pharm.ac.jp
authors.forename: Hiroki
authors.initials: H
authors.lastname: Takahata
authors.forename: Yasunori
authors.initials: Y
authors.lastname: Banba
authors.forename: Hidekazu
authors.initials: H
authors.lastname: Ouchi
authors.forename: Hideo
authors.initials: H
authors.lastname: Nemoto
authors.forename: Atsushi
authors.initials: A
authors.lastname: Kato
authors.forename: Isao
authors.initials: I
authors.lastname: Adachi
mesh_terms: D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D006900:Hydroxylation; D050112:Imino Pyranoses; D007202:Indicators and Reagents; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D050112:Imino Pyranoses; D007202:Indicators and Reagents; D010880:Piperidines; C105643:fagomine