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Proton magnetic resonance spectra of substituted adamantane-2,4-diones. Determination of the C-6 and C-9 stereochemistry

✍ Scribed by S. Asghari Ahmed; Peter W. Hickmott; Maurice W. Cooper; Ian A. Stenhouse

Publisher
John Wiley and Sons
Year
1980
Tongue
English
Weight
418 KB
Volume
14
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The 220 MHz ^1^H NMR spectra of 6‐hydroxy‐7‐methyl‐6‐phenyladamantane‐2,4‐dione, 6‐hydroxy‐5,7‐dimethyl‐6‐phenyladamantane‐2,4‐dione, and 6‐hydroxy‐7,9‐dimethyl‐6‐phenyladamantane‐2,4‐dione have been determined and complete proton assignments carried out with the aid of multiple irradiation. The stereochemistry of the C‐6 and C‐9 chiral centres have been determined and some of the factors affecting the magnitude of the geminal, vicinal and W coupling constants are discussed.

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