Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5224576 | Tetrahedron | 2008 | 5 Pages |
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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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Anna Astarita, Flavio Cermola, M. Rosaria Iesce, Lucio Previtera,