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Systematic assignment of the configuration of flexible natural products by spectroscopic and computational methods: The bistramide C analysis

Zuber, G and Goldsmith, MR and Hopkins, TD and Beratan, DN and Wipf, P (2005) Systematic assignment of the configuration of flexible natural products by spectroscopic and computational methods: The bistramide C analysis. Organic Letters, 7 (23). 5269 - 5272. ISSN 1523-7060

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Abstract

(Chemical Equation Presented) 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. © 2005 American Chemical Society.


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Details

Item Type: Article
Status: Published
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Zuber, G
Goldsmith, MR
Hopkins, TD
Beratan, DN
Wipf, Ppwipf@pitt.eduPWIPF
Date: 10 November 2005
Date Type: Publication
Journal or Publication Title: Organic Letters
Volume: 7
Number: 23
Page Range: 5269 - 5272
DOI or Unique Handle: 10.1021/ol052154v
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 1523-7060
MeSH Headings: Biological Agents--analysis; Biological Agents--chemistry; Circular Dichroism; Ethers, Cyclic--analysis; Ethers, Cyclic--chemistry; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Stereoisomerism
PubMed ID: 16268555
Date Deposited: 30 Oct 2013 16:50
Last Modified: 02 Feb 2019 15:56
URI: http://d-scholarship.pitt.edu/id/eprint/19934

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