Photocatalytic Synthesis of Difluorinated Glycoamino Acids and Neoglycopeptides via Hydrodifluoroacetamidation of Vinyl-C-glycosides

A photocatalytic approach for the synthesis of difluorinated glycoamino acids and neoglycopeptides from bromodifluoroacetamides and sugar-derived olefins is presented. This method stands out because of its simplicity, atomic economy, and mild reaction conditions, allowing compatibility with both natural and unnatural amino acids and peptides. Additionally, it demonstrates efficacy across a variety of carbohydrates, including furanoses, pyranoses, pentose, hexoses, and disaccharides, accommodating an extensive range of protecting groups, even in their deprotected forms.本研究报道了一种以溴二氟乙酰胺（bromodifluoroacetamides）与糖源烯烃（sugar-derived olefins）为起始原料，合成二氟代糖基氨基酸（difluorinated glycoamino acids）与新糖肽（neoglycopeptides）的光催化方法。该方法凭借操作简便、原子经济性优异及反应条件温和的核心优势，可兼容天然与非天然氨基酸及多肽底物。此外，该方法对多种糖类底物均展现出良好的适用性，涵盖呋喃糖（furanoses）、吡喃糖（pyranoses）、戊糖（pentose）、己糖（hexoses）与二糖（disaccharides），可适配包括脱保护形式在内的多种保护基。