Stereoselective synthesis of tetrahydroindolizines via catalytic formation of pyridinium ylides from diazo compounds

Day, Jonathan and McKeever-Abbas, Ben and Dowden, James (2016) Stereoselective synthesis of tetrahydroindolizines via catalytic formation of pyridinium ylides from diazo compounds. Angewandte Chemie International Edition, 55 (19). pp. 5809-5813. ISSN 1521-3773

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Abstract

Commercially available iron (III) and copper (I) complexes catalyze new multicomponent cycloadditions between diazo compounds, pyridines and electrophilic alkenes to give alkaloid-inspired tetrahydroindolizidines in high yields and diastereoselectivities. Hitherto, catalytic formation of versatile pyridinium ylides from metal carbenes has been poorly developed; the broad utility demonstrated herein sets the stage for invention of further multicomponent reactions in future.

Item Type: Article
Additional Information: This is the pre-peer reviewed version of the following article: J. Day, B. McKeever-Abbas, J. Dowden, Angew. Chem. Int. Ed. 2016, 55, 5809, which has been published in final form at doi:10.1002/anie.201511047
Keywords: carbenes; cycloaddition; diazo compounds; homogenous catalysis; pyridinium ylides
Schools/Departments: University of Nottingham, UK > Faculty of Science > School of Chemistry
Identification Number: 10.1002/anie.201511047
Depositing User: Bramwell, Roseanna
Date Deposited: 01 Feb 2016 15:01
Last Modified: 18 Apr 2017 22:16
URI: http://eprints.nottingham.ac.uk/id/eprint/31460

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