Journal
ORGANIC LETTERS
Volume 14, Issue 16, Pages 4226-4229Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol3019083
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Funding
- Natural Science & Engineering Research Council of Canada
- Canadian Foundation for Innovation [19119]
- Ontario Research Fund
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Glycosyl 1-phosphates enriched in the alpha-anomer are obtained without the use of protecting groups in two steps starting from the free hemiacetal. Condensation of free hemiacetals with toluenesulfonylhydrazide yields a range of glycosylsulfonohydrazide donors which can be oxidized using cupric chloride in the presence of phosphoric acid and the coordinating additive 2-methyl-2-oxazoline to give useful yields of the fully deprotected glycosyl 1-phosphates.
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