Journal
ORGANIC LETTERS
Volume 9, Issue 8, Pages 1441-1444Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol070169i
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Funding
- NIGMS NIH HHS [R01 GM57865, S06 GM60654] Funding Source: Medline
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beta-C-galacto-Pyranosides with CHF and CF2 substitutes for the glycosidic oxygen were prepared through a four-step sequence starting from a central 1-thio-1,2-O-isopropylidene acetal alcohol and different alpha-fluoro- and alpha,alpha-difluoro acids. The key step in the synthesis is the oxocarbenium cyclization of an intermediate enol ether-thioacetal to a C1-substituted glycal.
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