title: Synthesis of (-)-agelastatin A by [3.3] sigmatropic rearrangement of allyl cyanate.
abstract: Total synthesis of (-)-agelastatin A has been achieved starting from l-arabitol. The highlights in our synthesis include the preparation of vicinal diamine moiety by [3.3] sigmatropic rearrangement of allyl cyanate and construction of central ring-C with ring-closing metathesis.
authors.affiliation: Faculty of Science, Kochi University, Kochi 780-8520, Japan. ichikawa@kochi-u.ac.jp
authors.forename: Yoshiyasu
authors.initials: Y
authors.lastname: Ichikawa
authors.forename: Tomonori
authors.initials: T
authors.lastname: Yamaoka
authors.forename: Keiji
authors.initials: K
authors.lastname: Nakano
authors.forename: Hiyoshizo
authors.initials: H
authors.lastname: Kotsuki
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D000498:Allyl Compounds / Q000737:chemistry*; D002384:Catalysis; D003485:Cyanates / Q000737:chemistry*; D015394:Molecular Structure; D023303:Oxazolidinones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013402:Sugar Alcohols / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D000498:Allyl Compounds; D003485:Cyanates; D023303:Oxazolidinones; D013402:Sugar Alcohols; C464968:agelastatin A; C014999:arabitol