An assignment of relative configurations has been achieved for the diastereomeric racernates(lR2R,lS2S) and (1R2S, 1S2R) of 3,3-dimethyl-l,2-diphenylbuta~-l-ol through the comparative analysis of the respective chemical shifts induced by Eu(fod), in the 'H and '"C NMR spectra, and the corresponding
The configuration and conformation of the tricyclo[4.4.1.12,5]dodecan-11-ols determined by 1H NMR spectroscopy using the shift reagent Eu(fod)3
β Scribed by Timothy J. Mason
- Publisher
- John Wiley and Sons
- Year
- 1981
- Tongue
- English
- Weight
- 275 KB
- Volume
- 15
- Category
- Article
- ISSN
- 0749-1581
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β¦ Synopsis
Abstract
The isomeric tricyclo[4.4.1.1^2,5^]dodecanβ11βols have been synthesized from the (6+4) cycloaddition product of tropone with cyclopentadiene. The configuration and conformation of each isomer was determined from the proton shift gradients induced in the olefinic proton signals in the ^1^H NMR spectra of intermediate compounds by Eu(fod)~3~.
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Highly Functionalized Cyclopentanes by Radical Cyclization of Unsaturated Bromolactones. Part 3. Preparation of Carbaaldohexofuranoses. Determination of the Relative Configuration at C-4/C-5 or 2,3-Unsaturated Heptono-1,4-lactones by Means of 1 H NMR Spectroscopy. -Key step in the synthesis of carb