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Configuration and conformation of some 4-hydroxy-cis- and -trans-1-oxadecalins

✍ Scribed by René Dolmazon; Suzanne Gelin


Publisher
John Wiley and Sons
Year
1985
Tongue
English
Weight
285 KB
Volume
23
Category
Article
ISSN
0749-1581

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✦ Synopsis


The configuration and conformation of some diastereomeric 4-hydroxy-cis-and -h.uns-l-oxadecalins were inferred by 'H and '3C NMR spectroscopy. The results obtained indicate that the cis-fused compounds are conformationally homogeneous, having the oxygen atom attached to the cyclohexyl ring in the axial position.

In the 13C NMR spectra, the magnitude of the a and y substituent effects of the hydroxy group is rationalized in terms of steric deformations of the tetrahydropyran ring.


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