Exploration of Glycosyl Dithioimidocarbonates in Photoinduced Desulfurative Cross-Coupling Reactions.

Org Lett

Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, ON M5S3H6, Canada.

Published: October 2024

Readily synthesized bench-stable glycosyl dithioimidocarbonates are useful -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 -glycosides with high stereoselectivity.

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http://dx.doi.org/10.1021/acs.orglett.4c03035DOI Listing

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