We report the development of a novel class of glycosyl donors, -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 -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.
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,-Diaryl Glycosyl Imidates for Catalytic Glycosylation.
Org Lett
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Shanghai Frontiers Science Center of TCM Chemical Biology, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, Shanghai, 201203, China.
We report the development of a novel class of glycosyl donors, -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 -fluorophenyl groups exhibits exceptional versatility and efficiency, enabling high-yield glycosylation reactions across a wide range of acceptors.
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Department of Chemistry, Gwangju Institute of Science and Technology, 123 Cheomdan-gwagi-ro, Buk-gu, Gwangju 61005, Republic of Korea.
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