title: Stereoselective Synthesis of Tetrahydroindolizines through the Catalytic Formation of Pyridinium Ylides from Diazo Compounds.
abstract: Commercially available iron(III) and copper(I) complexes catalyzed multicomponent cycloaddition reactions between diazo compounds, pyridines, and electrophilic alkenes to give alkaloid-inspired tetrahydroindolizidines in high yield with high diastereoselectivity. Hitherto, the catalytic formation of versatile pyridinium ylides from metal carbenes has been poorly developed; the broad utility demonstrated herein sets the stage for the invention of further multicomponent reactions in future.
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, UK.
authors.forename: Jonathan
authors.identifier: 0000-0001-6803-5865
authors.initials: J
authors.lastname: Day
authors.affiliation: Pharmaceutical Development, AstraZeneca, Silk Road Business Park, Macclesfield, UK.
authors.forename: Ben
authors.initials: B
authors.lastname: McKeever-Abbas
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, UK. james.dowden@nottingham.ac.uk.
authors.forename: James
authors.identifier: 0000-0002-7825-8971
authors.initials: J
authors.lastname: Dowden
keywords: carbenes; cycloaddition; diazo compounds; homogenous catalysis; pyridinium ylides