Chemistry of oxo-sugars (1). Rearrangement of 2-oxoglycosides in pyridine: Evidence of intramolecular hydride shift

DOI: 10.1248/cpb.40.1975

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 1975 - 1977 (1992)

Update date:2022-08-04

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Authors:

Tsuda Tsuda

Liu Liu

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Article abstract of DOI:10.1248/cpb.40.1975

Methyl α- and β-D-arabinohexopyranosid-2-uloses rearranged, in pyridine, into methyl α- and β-D-ribohexopyranosid-3-uloses through intermediacy of methyl α- and β-D-arabinohexopyranosid-3-uloses, respectively, indicating that an intramolecular hydride shift is the initial reaction for rearrangement of 2-oxoglycosides.

Full text of DOI:10.1248/cpb.40.1975

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