Journal of Organic Chemistry p. 2694 - 2702 (1986)
Update date:2022-08-28
Topics:
Snyder, Joseph R.
Serianni, Anthony S.
The solution composition of D-idose in D2O has been examined by 13C NMR spectroscopy using <13C>-enriched compounds.In addition to two furanoses and two pyranoses, aldehyde and hydrate forms have been detected and quantified.Using 13C saturation-transfer spectroscopy, unidirectional rate constants for ring-opening and -closing of idofuranoses and idopyranoses have been measured and compared.The 600-MHz 1H NMR spectrum of D-idose has been interpreted, and the 13C spectrum was assigned with the use of 2D 13C-1H shift correlation spectroscopy. 13C chemical shift assignments were confirmed with <13C>-enriched compounds. 1H-1H spin-spin couplings suggest the presence of skew forms of α-idopyranose.
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