Title: Thiazolylketol Acetates as Glycosyl Donors: Stereoselective Synthesis of a C -Ketoside.
Authors: Ferrari, Clark; Dondoni, Alessandro; Marra, Alberto
Abstract: We have already proven that thiazolylketol acetates, synthetised by addition of 2-lithiothiazole to sugar lactones followed by acetylation, are efficient glycosyl donors in the presence of O-, N-, and P-nucleophiles. We describe here their first use in the C-glycosidation using trimetylsilyl cyanide as the acceptor in order to prepare, after thiazole-to-formyl unmasking and reduction, the corresponding C-ketosides.
Subjects: CARBOHYDRATES; CYANIDES; ACETYLATION; LACTONES; GLYCOSYLATION
Publication: Molbank, 2024, Vol 2024, Issue 3, pM1883
ISSN: 1422-8599
Publication type: Academic Journal
DOI: 10.3390/M1883

Thiazolylketol Acetates as Glycosyl Donors: Stereoselective Synthesis of a C -Ketoside.

Ferrari, Clark; Dondoni, Alessandro; Marra, Alberto