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Carbohydrate research

Isolation of a sultone as an unusual acetolysis product.


PMID 21388615

Abstract

Acetolysis of methyl 5,6-di-O-acetyl-2,3-O-isopropylidene-β-L-gulofuranoside has yielded a sultone, 4-(1,2,5,6-tetra-O-acetyl-β-L-gulofuranos-3-yl)-6-methyl-1,2-oxathiin 2,2-dioxide (2) whose structure was determined by X-ray diffraction. (1)H and (13)C NMR spectral properties of 2 are presented together with a rationale for its formation. Preparation and properties of the related α-d-mannofuranos-3-yl compound 4 are described.

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316539
1,8-Naphthosultone, 98%
C10H6O3S