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On the stereostructures of (+)-eupenoxide and (−)-$3^{\prime},4^{\prime}$-dihydrophomoxide: a caveat on the spectral comparisons of oxygenated cyclohexenoids

Mehta, Goverdhan and Roy, Subhrangsu and Davis, Rohan A (2008) On the stereostructures of (+)-eupenoxide and (−)-$3^{\prime},4^{\prime}$-dihydrophomoxide: a caveat on the spectral comparisons of oxygenated cyclohexenoids. In: Tetrahedron Letters, 49 (35). pp. 5162-5164.

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Abstract

The structural ambiguity surrounding the structure of eupenoxide has been clarified and the absolute configuration of this natural product has been assigned. It is firmly established that 'eupenoxide' recently reported by Liu et al. is in fact a new natural product, $(-)-3^{\prime},4^{\prime}$-dihydrophomoxide. The NMR spectra of these polyoxygenated cyclohexenoids exhibit subtle solvent, concentration, and temperature dependent variations, and due caution should be exercised when making spectral comparisons for structural assignments.

Item Type: Journal Article
Publication: Tetrahedron Letters
Publisher: Elsevier
Additional Information: Copyright of this article belongs to Elsevier.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 12 Sep 2008 05:06
Last Modified: 19 Sep 2010 04:49
URI: http://eprints.iisc.ac.in/id/eprint/15721

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