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Mechanism of epimerization of 2,3‐ erythro ‐aldoses to 2,3‐ threo ‐Aldoses: An NMR study
Author(s) -
Lee Albert W. M.
Publication year - 1985
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260230612
Subject(s) - chemistry , epimer , diastereomer , aldose , proton nmr , nuclear magnetic resonance spectroscopy , stereochemistry , organic chemistry , computational chemistry , glycoside
Proton NMR spectroscopic studies on the conversion of 2,3‐ erythro ‐aldoses to 2,3‐ threo ‐aldoses in methanolic K 2 CO 3 solution revealed the formation of the hemiacetals of the corresponding aldehydes, which probably provided the driving force of the easy epimerization.