Exploration of Glycosyl Dithioimidocarbonates in Photoinduced Desulfurative Cross-Coupling Reactions
Readily synthesized bench-stable glycosyl dithioimidocarbonates are useful <i>C</i>-glycoside precursors. Under mild photochemical conditions, these glycosides undergo desulfurative glycosyl radical generation in the presence of weak acid, 4CzIPN, and Hantzsch ester. These radicals perform well in Geise-like reactions to yield <i>C</i>-glycosides with high stereoselectivity.
Authors
- Qi Liu (ORCID: https://orcid.org/0000-0002-1842-6267)
- Mark Nitz (ORCID: https://orcid.org/0000-0001-8078-2265)
- Ji Zhang (ORCID: https://orcid.org/0000-0001-7167-6970)
- Angus Chiang
Institutions
- University of Toronto (CA)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-09-30
- DOI
- https://doi.org/10.1021/acs.orglett.4c03035
- Citations
- 8
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 2.00