Title of article
Dye-sensitized photooxygenation of sugar furans: novel bis-epoxide and spirocyclic C-nucleosides
Author/Authors
Anna Astarita، نويسنده , , Flavio Cermola، نويسنده , , M. Rosaria Iesce، نويسنده , , Lucio Previtera، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2008
Pages
5
From page
6744
To page
6748
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.
Keywords
Photooxygenation , Singlet oxygen , C-Nucleosides , Glycosyl furans
Journal title
Tetrahedron
Serial Year
2008
Journal title
Tetrahedron
Record number
1094312
Link To Document