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NMR Spectra and Stereochemistry of some 7-Substituted 6,14-Bridged Thebaine Derivatives

✍ Scribed by Barrie C. Uff; Angela S. Mallard; John A. Davis; Ray Henson

Publisher: John Wiley and Sons
Year: 1985
Tongue: English
Weight: 533 KB
Volume: 23
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1260230610

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✦ Synopsis

The NMR spectra of eighteen 701-and 7p-substituted 6,14-bridged thebaine derivatives are reported and the steric and other effects of the 7-substituent on the C-5-H atoms examined. Although the €I-5 proton shift enabled compounds epimeric at C-7 to be distinguished in the examples studied (values falling between 6 4.75-4.40 ppm in the 701 series and 6 5.21-4.97 ppm in the 7 8 series), the C-5 shift values proved less useful owing to overlapping ranges.

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