Solvent Shift Criteria in NMR. The Assignment of Cis-Trans Isomers of Glycidic Esters
β Scribed by W. Vandenbroucke; M. Anteunis; A. De Bruyn
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 2010
- Weight
- 288 KB
- Volume
- 78
- Category
- Article
- ISSN
- 0037-9646
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β¦ Synopsis
Solvent shift criteria can be used for the cis-trans structural assignment in glycidic esters. Protons of substituents which are trans to the alkoxycarbonylgroup are shifted towards higher field in benzene than in carbon tetrachloride. Definitive proof of the structures were obtained by Nuclear Overhauser Effect experiments.
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## Abstract A mixture of two slowly interconverting isomeric compounds was isolated from __Bernardia laurentii__ and identified as the __trans__β and __cisβp__βhydroxycinnamoyl esters of the triterpene taraxerol. Their ^13^C and ^1^H NMR spectra were totally assigned with the aid of concerted twoβd