Thiazolylketol Acetates as Glycosyl Donors: Stereoselective Synthesis of a <i>C</i>-Ketoside

oleh: Clark Ferrari, Alessandro Dondoni, Alberto Marra

Format: Article
Diterbitkan: MDPI AG 2024-09-01

Deskripsi

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 <i>O</i>-, <i>N</i>-, and <i>P</i>-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 <i>C</i>-ketosides.