title: Alkaloid inspired spirocyclic oxindoles from 1,3-dipolar cycloaddition of pyridinium ylides.
abstract: Cycloaddition reactions between pyridinium ylides and 3-alkenyl oxindoles that proceed in high yield and with very good regio- and diastereoselectivity are reported. The resulting cycloadducts have the same stereochemistry of biologically active oxindole alkaloids, such as strychnofoline.
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, UK. james.dowden@nottingham.ac.uk.
authors.forename: Jonathan
authors.initials: J
authors.lastname: Day
authors.forename: Maliha
authors.initials: M
authors.lastname: Uroos
authors.forename: Richard A
authors.initials: RA
authors.lastname: Castledine
authors.forename: William
authors.initials: W
authors.lastname: Lewis
authors.forename: Ben
authors.initials: B
authors.lastname: McKeever-Abbas
authors.forename: James
authors.initials: J
authors.lastname: Dowden
mesh_terms: D000470:Alkaloids / Q000737:chemistry*; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D000078183:Oxindoles; D011726:Pyridinium Compounds / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D007211:Indoles; D000078183:Oxindoles; D011726:Pyridinium Compounds; D013141:Spiro Compounds; C022960:2-oxindole