Synthesis of Nucleoside Analogs Containing Sulfur or Selenium Replacements of the Ribose Ring Oxygen or Carbon.

Benckendorff, Caecilie M. M.; Sunde-Brown, Peter; Ní Cheallaigh, Aisling; Miller, Gavin J

Abstract

Nucleoside analogs have proven highly successful in many pharmaceutical intervention strategies, and continued exploration of next generation structural motifs is required. Herein we discuss recent advances toward the chemical synthesis of heteroatom-modified nucleosides, where this is constituted by the chalcogens sulfur or selenium. Paying specific focus to the organic chemistry to incorporate these heteroatoms, we consider developments toward ribose ring oxygen and ring carbon replacements alongside chalcogen-modified heterobases.

Citation

Benckendorff, C. M. M., Sunde-Brown, P., Ní Cheallaigh, A., & Miller, G. J. (2024). Synthesis of Nucleoside Analogs Containing Sulfur or Selenium Replacements of the Ribose Ring Oxygen or Carbon. Journal of Organic Chemistry, 89(23), 16977-16989. https://doi.org/10.1021/acs.joc.4c02409

• Journal Article Type: Article
• Acceptance Date: Nov 13, 2024
• Online Publication Date: Nov 21, 2024
• Publication Date: Nov 21, 2024
• Deposit Date: Dec 11, 2024
• Journal: The Journal of Organic Chemistry (JOC)
• Print ISSN: 0022-3263
• Electronic ISSN: 1520-6904
• Publisher: American Chemical Society
• Peer Reviewed: Peer Reviewed
• Volume: 89
• Issue: 23
• Pages: 16977-16989
• DOI: https://doi.org/10.1021/acs.joc.4c02409
• Public URL: https://keele-repository.worktribe.com/output/1012815