Article ID Journal Published Year Pages File Type
5224576 Tetrahedron 2008 5 Pages PDF
Abstract

Dye-sensitized photooxygenation of 2-methyl 5-(2,3,5-tri-O-acetyl-β-d-ribofuranosyl)furoate leads to (1S,4R)-endo-peroxide, highlighting a high facial diastereoselectivity. This endo-peroxide rearranges into syn-(1R,2R:3S,4R)-diepoxide C-nucleoside, while by Et2S-reduction followed by NEt3 catalysis affords a spirocyclic C-nucleoside.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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