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

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 p...

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Main Authors: Day, Jonathan, McKeever-Abbas, Ben, Dowden, James
Format: Article
Published: Wiley-VCH Verlag 2016
Subjects:
Online Access:https://eprints.nottingham.ac.uk/31460/
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author Day, Jonathan
McKeever-Abbas, Ben
Dowden, James
author_facet Day, Jonathan
McKeever-Abbas, Ben
Dowden, James
author_sort Day, Jonathan
building Nottingham Research Data Repository
collection Online Access
description 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.
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institution University of Nottingham Malaysia Campus
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spelling nottingham-314602020-05-04T17:45:09Z https://eprints.nottingham.ac.uk/31460/ Stereoselective synthesis of tetrahydroindolizines via catalytic formation of pyridinium ylides from diazo compounds Day, Jonathan McKeever-Abbas, Ben Dowden, James 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. Wiley-VCH Verlag 2016-04-25 Article PeerReviewed Day, Jonathan, 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 carbenes; cycloaddition; diazo compounds; homogenous catalysis; pyridinium ylides http://onlinelibrary.wiley.com/doi/10.1002/anie.201511047/full doi:10.1002/anie.201511047 doi:10.1002/anie.201511047
spellingShingle carbenes; cycloaddition; diazo compounds; homogenous catalysis; pyridinium ylides
Day, Jonathan
McKeever-Abbas, Ben
Dowden, James
Stereoselective synthesis of tetrahydroindolizines via catalytic formation of pyridinium ylides from diazo compounds
title Stereoselective synthesis of tetrahydroindolizines via catalytic formation of pyridinium ylides from diazo compounds
title_full Stereoselective synthesis of tetrahydroindolizines via catalytic formation of pyridinium ylides from diazo compounds
title_fullStr Stereoselective synthesis of tetrahydroindolizines via catalytic formation of pyridinium ylides from diazo compounds
title_full_unstemmed Stereoselective synthesis of tetrahydroindolizines via catalytic formation of pyridinium ylides from diazo compounds
title_short Stereoselective synthesis of tetrahydroindolizines via catalytic formation of pyridinium ylides from diazo compounds
title_sort stereoselective synthesis of tetrahydroindolizines via catalytic formation of pyridinium ylides from diazo compounds
topic carbenes; cycloaddition; diazo compounds; homogenous catalysis; pyridinium ylides
url https://eprints.nottingham.ac.uk/31460/
https://eprints.nottingham.ac.uk/31460/
https://eprints.nottingham.ac.uk/31460/