Transient imine as a directing group for the Pd-catalyzed anomeric C(sp3)–H arylation of 3-aminosugars?
Chemical Communications Pub Date: 2023-01-31 DOI: 10.1039/D3CC00046J
Abstract
The first example of Pd(II)-catalyzed anomeric arylation of 3-aminosugars is reported by using an L,X-type transient directing group (TDG) approach combined with an external 2-pyridone ligand. The released free amine was in situ transformed into an azide function, which was then exploited in a CuAAC to increase the molecular complexity and prepare a variety of complex substituted C3-triazolo C-glycosides in good yields.
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Journal Name:Chemical Communications
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CAS no.: 89640-58-4