Systematic Assignment of the Configuration of Flexible Natural Products by Spectroscopic and Computational Methods:  The Bistramide C Analysis

Systematic Assignment of the Configuration of Flexible Natural Products by Spectroscopic and Computational Methods:  The Bistramide C Analysis

The combination of NMR NOE, chemical shift, and J-coupling measurements with molar rotation and circular dichroism (CD) determinations, including RI-DFT BP86/aug-cc-pVDZ calculations, reduced a candidate pool of 1024 possible stereoisomers of (+)-bistramide C to a single absolute configuration assig...

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Veröffentlicht in:Organic letters 2005-11, Vol.7 (23), p.5269-5272
Hauptverfasser: Zuber, Gérard, Goldsmith, Michael-Rock, Hopkins, Tamara D, Beratan, David N, Wipf, Peter
Format: Artikel
Sprache:eng
Schlagworte:
Biological Products - analysis
Biological Products - chemistry
Circular Dichroism
Ethers, Cyclic - analysis
Ethers, Cyclic - chemistry
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Stereoisomerism
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Zusammenfassung:The combination of NMR NOE, chemical shift, and J-coupling measurements with molar rotation and circular dichroism (CD) determinations, including RI-DFT BP86/aug-cc-pVDZ calculations, reduced a candidate pool of 1024 possible stereoisomers of (+)-bistramide C to a single absolute configuration assignment for the 10 stereogenic carbons of the marine natural product.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol052154v