Iron-catalyzed iodonium ion promoted activation of conventional thioglycosides for stereoselective 1,2-<i>cis</i> furanosylations
Iron-catalyzed activation of conventional thioglycosides using the iodonium ion enabled the selective synthesis of 1,2-<i>cis</i> furanosides. This strategy accommodates diverse furanosyl donors (D-ribose, D-arabinose, L-arabinose) and various <i>O</i>-nucleophiles (1°, 2°, 3°). Additionally, 1,2-<i>cis</i> hexaribofuranoside was synthesized, and the influence of the C2 functional group on selectivity was investigated.
Authors
- Indrajeet Sharma (ORCID: https://orcid.org/0000-0002-0707-0621)
- Umesh Chaudhary (ORCID: https://orcid.org/0000-0002-0957-3927)
- Sundaram Singh (ORCID: https://orcid.org/0009-0002-4385-4949)
- Adrienne Daróczi
Institutions
- University of Oklahoma (US)
Publication Details
- Journal
- Chemical Communications
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5cc01597a
- Primary Topic
- Carbohydrate Chemistry and Synthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.00