Directed Dehydrogenative Copper‐Catalyzed C−H Thiolation in Pseudo‐Anomeric Position of Glycals using Thiol and Thiosugar Partners. Issue 18 (6th September 2022)

• Record Type: Journal Article
• Authors: Li, Linlin; Mahri, Lynda; de Robichon, Morgane; Fatthalla, Maha; Ferry, Angélique; Messaoudi, Samir
• Is Part Of: Advanced synthesis & catalysis. Volume 364:Issue 18(2022)
• Page Start: 3273
• Page End: 3282
• Publication Date: 2022-09-06
• Subjects: C−H activation -- thiosugars -- glycals -- copper catalysis -- directing group; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202200557
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: The synthesis of 1‐thiotrehaloses and thioglycals by a directed copper‐catalyzed dehydrogenative C−H thiolation of the pseudo‐anomeric bond of glycals is described. The use of aminoquinoline‐containing glycals as well as thiosugars or thiols as coupling partners led to the synthesis of a library of thioglycosides in moderate to good yields. Abstract :