Progressive−Convergent Elucidation of Stereochemistry in Complex Polyols. The Absolute Configuration of (−)-Sagittamide A

The absolute stereostructure of sagittamide A (1), a O-hexacetyl long-chain hexahydroxy-α,ω-dicarboxylic acid, was assigned using a progressive−convergent approach that integrates three powerful regimens for stereochemical analysis of acyclic natural products: J-based analysis, 13C NMR universal da...

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Bibliographic Details
Published in:	Journal of the American Chemical Society Vol. 128; no. 36; pp. 11764 - 11765
Main Authors:	Lievens, Sarah C, Molinski, Tadeusz F
Format:	Journal Article
Language:	English
Published:	Washington, DC American Chemical Society 13-09-2006
Subjects:	Chemistry Circular Dichroism Exact sciences and technology General and physical chemistry Molecular Conformation Nuclear Magnetic Resonance, Biomolecular Ornithine - analogs & derivatives Ornithine - chemistry Stereoisomerism Valine - analogs & derivatives Valine - chemistry Absolute configuration Polyol Stereochemistry
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Summary:	The absolute stereostructure of sagittamide A (1), a O-hexacetyl long-chain hexahydroxy-α,ω-dicarboxylic acid, was assigned using a progressive−convergent approach that integrates three powerful regimens for stereochemical analysis of acyclic natural products: J-based analysis, 13C NMR universal database comparisons, and exciton coupling circular dichroism.
Bibliography:	ark:/67375/TPS-H5CXJN50-6 istex:B766BE38C8DE4A688D1CA50DDDFC91873D622B40 ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 UC Davis
ISSN:	0002-7863 1520-5126
DOI:	10.1021/ja063735y