Mild and General Protocol for Selective Deacetylation of Acetyl/Benzoyl-Protected Carbohydrates

Bibliographic Details
Parent link:Journal of Organic Chemistry.— .— Washington: American Chemical Society
Vol. 89, iss.14.— 2025.— P. 10021-10026
Other Authors: Abramov A. A. Aleksandr Aleksandrovich, Zinin A. I. Aleksandr Ivanovich, Kolotyrkina N. G. Natalya, Kononov L. O., Shatskiy A. Andrey, Karkas M. D. Markus, Stepanova E. V. Elena Vladimirovna
Summary:Title screen
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
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Published: 2025
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Online Access:https://doi.org/10.1021/acs.joc.4c00900
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=680034