Dye-sensitized photooxygenation of 2-methyl 5-(2,3,5-tri-O-acetyl-b-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.
Dye-sensitized photooxygenation of sugar furans: novel bis-epoxide and spirocyclic C-nucleosides / A., Astarita; Cermola, Flavio; Iesce, MARIA ROSARIA; Previtera, Lucio. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 64:(2008), pp. 6744-6748.
Dye-sensitized photooxygenation of sugar furans: novel bis-epoxide and spirocyclic C-nucleosides.
CERMOLA, FLAVIO;IESCE, MARIA ROSARIA;PREVITERA, LUCIO
2008
Abstract
Dye-sensitized photooxygenation of 2-methyl 5-(2,3,5-tri-O-acetyl-b-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.File in questo prodotto:
| File | Dimensione | Formato | |
|---|---|---|---|
|
Tetrahedron 64 (2008) 6744–6748.pdf
accesso aperto
Tipologia:
Documento in Post-print
Licenza:
Accesso privato/ristretto
Dimensione
493.82 kB
Formato
Adobe PDF
|
493.82 kB | Adobe PDF | Visualizza/Apri |
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
