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Simplifying the synthesis of aryl C-glycosides

A modular and general method to make unprotected aryl C-glycosides with high stereoselectivity from simple starting materials has been developed based on photoredox, Ni-catalysed cross-coupling. Key to success is the use of an allyl glycosyl sulfone in combination with tolyl sulfinate as the synthetic equivalent of a glycosyl anion.

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Fig. 1: Direct, stereoselective synthesis of unprotected aryl C-glycosides by photoredox Ni-catalysed cross-coupling.

References

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This is a summary of: Zhang, C. et al. Direct synthesis of unprotected aryl C-glycosides by photoredox Ni-catalysed cross-coupling. Nat. Synth. https://doi.org/10.1038/s44160-022-00214-1 (2023).

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Simplifying the synthesis of aryl C-glycosides. Nat. Synth 2, 207–208 (2023). https://doi.org/10.1038/s44160-022-00215-0

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