C,N-Diaryl Glycosyl Imidates for Catalytic Glycosylation

We report the development of a novel class of glycosyl donors, C,N-diaryl imidates, distinguished by the presence of two identical aryl groups. These DAIs are efficiently synthesized from imidoyl fluorides, which are derived from symmetrical benzophenone precursors. Among the DAIs evaluated, the donor featuring two para-fluorophenyl groups exhibits exceptional versatility and efficiency, enabling high-yield glycosylation reactions across a wide range of acceptors. Key intermediates, including imidoyl fluorides and DAI donors, strike an ideal balance between storage stability and reactivity, underscoring their promise for the streamlined synthesis of complex saccharides.