1. Mild and General Protocol for Selective Deacetylation of Acetyl/Benzoyl-Protected Carbohydrates
- Author
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Abramov, Alexander A., Zinin, Alexander I., Kolotyrkina, Natalya G., Kononov, Leonid O., Shatskiy, Andrey, Kärkäs, Markus D., and Stepanova, Elena V.
- Abstract
Herein, we report a mild and general protocol for chemoselective deacetylation of mixed acetyl- and benzoyl-protected carbohydrates under mild acidic conditions. The protocol allows quick access to partially protected carbohydrates, which serve as versatile synthetic intermediates during the total synthesis of various mono- and oligosaccharide targets. The applicability of the developed protocol was successfully demonstrated on a range of carbohydrate substrates of various configurations and substitution patterns featuring functionalized aliphatic and aromatic aglycones. The protocol has shown excellent compatibility with the widely used O-anomeric protecting groups, prespacer aglycones, and thioglycoside glycosyl donors.
- Published
- 2024
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