A concise approach for determining the relative configuration of H-7 and H-8 in 8,4′-oxyneolignans by 1H NMR spectroscopy
Literature Information
Publication Date
2018-11-23
DOI
10.1039/C8QO01155A
Impact Factor
5.281
Authors
Ya-Nan Yang, Bing Han, Peng-Fei Yang, Zi-Ming Feng, Jian-Shuang Jiang, Pei-Cheng Zhang
View Original
Abstract
The determination of molecular configuration is usually a difficult and key point in the structure elucidation of natural products. However, due to the small number of available samples and the multiple chiral centers and complex structures of natural products, it is difficult to rapidly and accurately determine their relative configurations. In this paper, we use an NMR technique to comprehensively study 8,4′-oxyneolignan glucosides and find that the chemical shift difference between H-9a and H-9b can be used to accurately and rapidly determine the relative configuration of H-7 and H-8. Our finding can be directly applied to 8,4′-oxyneolignan glucosides without the need for hydrolysis.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
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(4aR,5S,6R,8aS)-5-[2-(3-Furyl)ethyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,5,6,7,8,8a-octahydro-1-naphthalenecarboxylic acid
CAS Number:
18411-75-1
Molecular Formula:
C20H28O4
![6-Bromo-3-ethyl-3H-imidazo[4,5-b]pyridine structure](https://static.chemtradehub.com/structs/103/1033202-59-3-2a8f.webp "6-Bromo-3-ethyl-3H-imidazo[4,5-b]pyridine structure")
![[3-(2,6-Dichlorophenyl)-5-isopropyl-1,2-oxazol-4-yl]methanol structure](https://static.chemtradehub.com/structs/278/278597-30-1-5c79.webp "[3-(2,6-Dichlorophenyl)-5-isopropyl-1,2-oxazol-4-yl]methanol structure")
[3-(2,6-Dichlorophenyl)-5-isopropyl-1,2-oxazol-4-yl]methanol
CAS Number:
278597-30-1
Molecular Formula:
C13H13Cl2NO2
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