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Stereoselective Synthesis of 2-Deoxy-α-N-Glycosides from Glycals with 1,4,2-Dioxazol-5-ones

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摘要 The synthesis of N-glycosides has received significant attention due to their crucial role in carbohydrate chemistry.Despite considerable advancements developed in the construction of N-glycosides,methods for the stereoselective construction of 2-deoxy-α-N-glycosides are still limited.Herein,we disclosed a nickel-catalyzed hydroamination of glycals under mild conditions.This transformation could allow for the stereoselective synthesis of an array of 2-deoxy-α-N-glycosides with excellentα-stereoselectivity.Nickel-catalyzed glycosylation reactions,particularly those involving anomeric C(sp")-metal bond formation,have proven to be an effective and stereoselective strategy for producing various N-glycosides.Additionally,with highlight of the application of this reaction,y-sugar amino acidderivatives weresynthesized.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2024年第18期2147-2152,共6页 中国化学(英文版)
基金 supported by the National Natural Science Foundation of China(22122107).
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