Article ID Journal Published Year Pages File Type
1315101 Journal of Fluorine Chemistry 2007 5 Pages PDF
Abstract

A novel synthetic route to 3-deoxy-3,3-difluoro-d-ribohexose 1 has been developed. Dihydroxidation of gem-difluorohomoallyl alcohol followed by several steps of protection and deprotection gave key intermediate 9. Oxidation of 1,5-diol 9 with 2 equiv. trichloroisocyanuric acid and catalytic TEMPO gave lactone 10. Reduction of 10 with DIBAL-H followed by deprotections afforded the target molecule 1.

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Related Topics
Physical Sciences and Engineering Chemistry Inorganic Chemistry
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