title: Synthesis of cyclopropyl-substituted furans by brønsted Acid promoted cascade reactions.
abstract: Chloroacetic acid promotes an efficient and diastereoselective intramolecular cascade reaction of electron-deficient ynenones to deliver products featuring a 2,3,5-trisubstituted furan bearing a fused cyclopropyl substituent at the 5-position. Synthetically relevant polycyclic building blocks featuring rings of various sizes and heteroatoms have been synthesized in high yield using this mild acid-catalyzed reaction.
authors.affiliation: WestCHEM, School of Chemistry, Joseph Black Building, University of Glasgow, University Avenue, Glasgow G12 8QQ (UK) http://www.chem.gla.ac.uk/staff/stephenc/. stephen.clark@glasgow.ac.uk.
authors.forename: J Stephen
authors.initials: JS
authors.lastname: Clark
authors.forename: Filippo
authors.initials: F
authors.lastname: Romiti
authors.forename: Kirsten F
authors.initials: KF
authors.lastname: Hogg
authors.forename: Malai Haniti S A
authors.initials: MH
authors.lastname: Hamid
authors.forename: Sven C
authors.initials: SC
authors.lastname: Richter
authors.forename: Alistair
authors.initials: A
authors.lastname: Boyer
authors.forename: Joanna C
authors.initials: JC
authors.lastname: Redman
authors.forename: Louis J
authors.initials: LJ
authors.lastname: Farrugia
mesh_terms: D000085:Acetates / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D000085:Acetates; D005663:Furans; C006972:chloroacetic acid
keywords: cascade reactions; cyclopropanes; enynes; furans; polycyclic compounds