首页|Stereoselective Synthesis of 2-Deoxy-α-N-Glycosides from Glycals with 1,4,2-Dioxazol-5-ones
Stereoselective Synthesis of 2-Deoxy-α-N-Glycosides from Glycals with 1,4,2-Dioxazol-5-ones
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The synthesis of N-glycosides has received significant attention due to their crucial role in carbohydrate chemistry.Despite considera-ble advancements developed in the construction of N-glycosides,methods for the stereoselective construction of 2-deoxy-a-N-glyco-sides αre 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 excellent α-stereoselectivity.Nickel-catalyzed glycosylation reactions,particularly those involving anomeric C(sp3)-metal bond formation,have proven to be an effective and stere-oselective strategy for producing various N-glycosides.Additionally,with highlight of the application of this reaction,y-sugar amino acid derivatives were synthesized.