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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

James Dowden



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.

Journal Article Type Article
Publication Date Aug 15, 2013
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
APA6 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
DOI https://doi.org/10.1039/c3ob41415a
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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