Palladium(ii)-catalyzed stereoselective synthesis of C-glycosides from glycals with diaryliodonium salts?
Organic & Biomolecular Chemistry Pub Date: 2020-03-11 DOI: 10.1039/D0OB00247J
Abstract
An efficient palladium(II) mediated C-glycosylation of glycals with diaryliodonium salts is described, providing a new strategy for the synthesis of 2,3-dideoxy C-aryl glycosides with excellent stereoselectivity. The C-glycosylation of a diverse range of glycals, including D-glucal, D-galactal, D-allal, L-rhamnal, L-fucal, L-arabinal, D-maltal, and D-lactal, occurred effectively and the corresponding C-glycosides were obtained in moderate to good yields. This protocol is commended as a significant addition to the field of carbohydrate chemistry due to the rich functional group compatibility, broad range of substrate scope and exceptional α-stereoselectivity.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4