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Issue 20, 2010
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Synthesis of the core ring system of the stemona alkaloids by cascade condensation, cyclization, intramolecular cycloaddition

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Abstract

Condensation of an aldehyde with an α-amino-ester, followed by a tandem process involving cyclization to a seven-membered ring, deprotonation to an intermediate azomethine ylide and intramolecular dipolar cycloaddition gave tricyclic products related to stenine and neostenine.

Graphical abstract: Synthesis of the core ring system of the stemona alkaloids by cascade condensation, cyclization, intramolecular cycloaddition

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Publication details

The article was received on 09 Jul 2010, accepted on 06 Aug 2010 and first published on 24 Aug 2010


Article type: Communication
DOI: 10.1039/C0OB00408A
Citation: Org. Biomol. Chem., 2010,8, 4530-4532
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    Synthesis of the core ring system of the stemona alkaloids by cascade condensation, cyclization, intramolecular cycloaddition

    Adam. J. M. Burrell, L. Watson, N. G. Martin, N. Oram and I. Coldham, Org. Biomol. Chem., 2010, 8, 4530
    DOI: 10.1039/C0OB00408A

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