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Stereospecific long-range couplings of hydroxyl protons of pyranoses

✍ Scribed by J.C. Jochims; G. Taigel; A. Seeliger; P. Lutz; H.E. Driesen

Publisher
Elsevier Science
Year
1967
Tongue
French
Weight
317 KB
Volume
8
Category
Article
ISSN
0040-4039

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✦ Synopsis

The hydroxyl groups of-carbohydrates give well resolved proton magnetic resonanoes if exchange reactions can be suppressed. Usually this is the fact when the pure sugar is dissolved in dry dimotbyl sulfoxide-dg (l&SO) or better in mixtures. of DbiSG.and acetone-d6 I,21 .

Under these conditions the high resolution resouance "1 of the anomeric hydroxyf proton 01X' of a-B-glucose I is not a doublet as sowetimes reported 3,4,5) but a douolet of doublets {S,iS pprr a) ) as shown in Fig. I. In a Irc-\ quency swept spin decoupling experiment irradkating at 3.25 ppm reduces

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