Molbank (Sep 2024)
Thiazolylketol Acetates as Glycosyl Donors: Stereoselective Synthesis of a <i>C</i>-Ketoside
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.
Keywords