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Org Biomol Chem. 2013 Oct 14;11(38):6502-9. doi: 10.1039/c3ob41415a. Epub 2013 Aug 30.

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

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1
School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, UK. james.dowden@nottingham.ac.uk.

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.

PMID:
23989496
DOI:
10.1039/c3ob41415a
[Indexed for MEDLINE]
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