Work

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

Year: 2024

Type: article

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.

Source: Molbank

DOI: 10.3390/m1883

Authors: Clark Ferrari, Alessandro Dondoni, Alberto Marra

Institutions: Fabbrica Italiana Sintetici (Italy), University of Ferrara, Université de Montpellier, Institut des Biomolécules Max Mousseron

Language: English

Topic: Carbohydrate Chemistry and Synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $568

Funder: Université de Montpellier