title: A short total synthesis of aureothin and N-acetylaureothamine.
abstract: The total synthesis of the nitrophenyl pyrones, (+/-)-aureothin and (+/-)-N-acetylaureothamine, starting from known 2-ethyl-6-methoxy-3,5-dimethyl-4H-pyran-4-one are described. The key steps involved in the synthesis are the construction of the tetrahydrofuran motif using a palladium-catalyzed cycloaddition and the ruthenium-catalyzed cross-metathesis reaction of an alkenyl boronic ester. [reaction: see text]
authors.affiliation: Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA, United Kingdom.
authors.forename: Mikkel F
authors.initials: MF
authors.lastname: Jacobsen
authors.forename: John E
authors.initials: JE
authors.lastname: Moses
authors.forename: Robert M
authors.initials: RM
authors.lastname: Adlington
authors.forename: Jack E
authors.initials: JE
authors.lastname: Baldwin
mesh_terms: D000107:Acetylation; D000588:Amines / Q000138:chemical synthesis; D002867:Chromones / Q000138:chemical synthesis / Q000737:chemistry; D007202:Indicators and Reagents; D008958:Models, Molecular; D013237:Stereoisomerism
chemical_list: D000588:Amines; D002867:Chromones; D007202:Indicators and Reagents; C012198:aureothin