Synthesis of a piperidone model compound and revision of the structures of jenamidines A to C

Barry B Snider; Jeremy R Duvall; Isabel Sattler; Xueshi Huang

doi:10.1016/j.tetlet.2004.07.055

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Synthesis of a piperidone model compound and revision of the structures of jenamidines A to C

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Synthesis of a piperidone model compound and revision of the structures of jenamidines A to C

Barry B Snider, Jeremy R Duvall, Isabel Sattler and Xueshi Huang

Tetrahedron letters, Vol.45(36), pp.6725-6727

08/30/2004

DOI: https://doi.org/10.1016/j.tetlet.2004.07.055

Abstract

Pyrrolidine

Amidine

Retro-Mannich

Reaction of 2,3-dihydro-4-pyridone (4) with isatoic anhydride (5) provided the unstable product 6, for which the NMR spectral data are quite different from those reported for the ring system of jenamidine A. This suggests that the proposed structures 1 to 3 of jenamidines A to C should be revised to 8 to 10.

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Title: Synthesis of a piperidone model compound and revision of the structures of jenamidines A to C
Creators: Barry B Snider - Department of Chemistry MS 015, Brandeis University, Waltham, MA 02454-9110, USA
Jeremy R Duvall - Department of Chemistry MS 015, Brandeis University, Waltham, MA 02454-9110, USA
Isabel Sattler - Hans-Knöll-Institute for Natural Products Research, Beutenbergstr. 11a, D-07745 Jena, Germany
Xueshi Huang - Hans-Knöll-Institute for Natural Products Research, Beutenbergstr. 11a, D-07745 Jena, Germany
Publication Details: Tetrahedron letters, Vol.45(36), pp.6725-6727
Publisher: Elsevier Ltd
Identifiers: 9924012821201921
Academic Unit: Department of Chemistry
Language: English
Resource Type: Journal article

Synthesis of a piperidone model compound and revision of the structures of jenamidines A to C

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