Autor: |
Jana SK; Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, QC, Canada H3A 0B8., Damha MJ; Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, QC, Canada H3A 0B8. |
Jazyk: |
angličtina |
Zdroj: |
Organic letters [Org Lett] 2024 Jun 21; Vol. 26 (24), pp. 5187-5191. Date of Electronic Publication: 2024 Jun 12. |
DOI: |
10.1021/acs.orglett.4c01742 |
Abstrakt: |
A series of seven-membered (oxepine) nucleosides containing various nucleobases (A, U, T, 5-FU, C) were synthesized by ring expansion of cyclopropanated glucals. We expect this new series of ring-expanded nucleic acid analogues to be useful as building blocks in the design of mixed base functional genetic systems. While exploring alternative pathways to oxepine nucleoside synthesis, we discovered an unprecedented α-stereoselective O -glycosylation of 1,2-glucals under mild Simmons-Smith conditions. |
Databáze: |
MEDLINE |
Externí odkaz: |
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