title: Synthesis of 4-aminotetrahydropyran scaffolds for drug discovery.
abstract: Functionalised tetrahydropyran scaffolds were prepared using a tethered enol-ether Prins cyclisation and elaborated to show their potential use in library synthesis. The key 4-hydroxytetrahydropyran scaffold could be readily manipulated to the 4-azidotetrahydropyran that could be elaborated via copper catalysed azide-alkyne cycloaddition or by reduction to the amine, to provide sp3-rich scaffolds useful for drug discovery.
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK.
authors.forename: Andrew
authors.initials: A
authors.lastname: Nortcliffe
authors.affiliation: Sygnature Discovery Ltd, BioCity, Pennyfoot Street, Nottingham NG1 1GF, UK.
authors.forename: Gavin D S
authors.initials: GDS
authors.lastname: Milne
authors.affiliation: Sygnature Discovery Ltd, BioCity, Pennyfoot Street, Nottingham NG1 1GF, UK.
authors.forename: Daniel
authors.initials: D
authors.lastname: Hamza
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK. Electronic address: c.j.moody@nottingham.ac.uk.
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Moody
mesh_terms: D003500:Cyclization; D055808:Drug Discovery; D005663:Furans / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D005663:Furans; C018674:tetrahydrofuran
keywords: Amine functionalisation; Azide-alkyne cycloaddition; Prins cyclisation; Tetrahydropyran