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Exploration of Glycosyl Dithioimidocarbonates in Photoinduced Desulfurative Cross-Coupling Reactions

TitleExploration of Glycosyl Dithioimidocarbonates in Photoinduced Desulfurative Cross-Coupling Reactions
Publication TypeJournal Article
Year of Publication2024
AuthorsZhang, J, Liu, Q, Chiang, A, Nitz, M
JournalOrganic Letters
Volume26
Issue40
Start Page8498
Date Published09/2024
Abstract

Readily synthesized bench-stable glycosyl dithioimidocarbonates are useful C-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 C-glycosides with high stereoselectivity.
URLhttps://pubs.acs.org/doi/10.1021/acs.orglett.4c03035
DOI10.1021/acs.orglett.4c03035