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Alkaloid inspired spirocyclic oxindoles from 1,3-dipolar cycloaddition of pyridinium ylides

Day, Jonathan; Uroos, Maliha; Castledine, Richard A.; Lewis, William; McKeever-Abbas, Ben; Dowden, James

Authors

Jonathan Day

Maliha Uroos

Richard A. Castledine

William Lewis

Ben McKeever-Abbas



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.

Citation

Day, J., Uroos, M., Castledine, R. A., Lewis, W., McKeever-Abbas, B., & Dowden, J. (2013). Alkaloid inspired spirocyclic oxindoles from 1,3-dipolar cycloaddition of pyridinium ylides. Organic and Biomolecular Chemistry, 11(38), 6502-6509. https://doi.org/10.1039/c3ob41415a

Journal Article Type Article
Acceptance Date Aug 15, 2013
Online Publication Date Aug 15, 2013
Publication Date Aug 15, 2013
Deposit Date Apr 1, 2014
Publicly Available Date Apr 1, 2014
Journal Organic & Biomolecular Chemistry
Print ISSN 1477-0520
Electronic ISSN 1477-0539
Publisher Royal Society of Chemistry
Peer Reviewed Peer Reviewed
Volume 11
Issue 38
Pages 6502-6509
DOI https://doi.org/10.1039/c3ob41415a
Public URL http://eprints.nottingham.ac.uk/id/eprint/2738
Publisher URL http://pubs.rsc.org/en/content/articlelanding/2013/ob/c3ob41415a#!divAbstract
Copyright Statement Copyright information regarding this work can be found at the following address: http://creativecommons.org/licenses/by/4.0

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Copyright Statement
Copyright information regarding this work can be found at the following address: http://creativecommons.org/licenses/by/4.0





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