Nickel‐Catalyzed Arylation,Alkenylation, and Alkynylation of Unprotected Thioglycosides at Room Temperature |
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| Authors: | Etienne Brachet Prof. Jean‐Daniel Brion Dr. Mouad Alami Dr. Samir Messaoudi |
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| Affiliation: | Laboratoire de Chimie Thérapeutique, BioCIS‐UMR 8076, LabEx LERMIT, Université Paris‐Sud, CNRS, Faculté de Pharmacie, 5 rue J.‐B. Clément, 92296 Chatenay‐Malabry (France), Fax: (+33)146‐83‐58‐28 |
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| Abstract: | Unprotected thioglycosides were effective nucleophiles for Ni0‐catalyzed C? S bond‐forming reaction with functionalized (hetero)aryl, alkenyl, and alkynyl halides. The functional‐group tolerance on the electrophilic partner was typically high and the anomeric selectivities of the thioglycosides were high in all cases. The efficiency of this general procedure was well‐demonstrated by the synthesis of 4‐methyl‐7‐thioumbelliferyl‐β‐D ‐cellobioside (MUS‐CB). |
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| Keywords: | alkenylation alkynylation arylation nickel thioglycosides |
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