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2021•European Journal of Organic ChemistryRequires access

A Mild Glycosylation Protocol with Glycosyl 1‐Methylimidazole‐2‐carboxylates as Donors

Jianpeng Chen, Yu Tang, Biao Yu

Open publisher page 12 citations

Abstract

Abstract A mild glycosylation protocol is developed by using glycosyl 1‐methylimidazole‐2‐carboxylates. Such a glycosylation can be promoted by a series of metal triflates and triflimides, especially Cu(OTf)2. The reaction is initiated by activation of the glycosyl ester donor via coordination with the metal cation assisted by the adjacent 1‐methylimidazole chelating group.

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What this paper is about

Abstract A mild glycosylation protocol is developed by using glycosyl 1‐methylimidazole‐2‐carboxylates. Such a glycosylation can be promoted by a series of metal triflates and triflimides, especially Cu(OTf)2. The reaction is initiated by activation of the glycosyl ester donor via coordination with the metal cation assisted by the adjacent 1‐methylimidazole chelating group.

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Available abstract

Abstract A mild glycosylation protocol is developed by using glycosyl 1‐methylimidazole‐2‐carboxylates. Such a glycosylation can be promoted by a series of metal triflates and triflimides, especially Cu(OTf)2. The reaction is initiated by activation of the glycosyl ester donor via coordination with the metal cation assisted by the adjacent 1‐methylimidazole chelating group.

Key concepts: Chemistry, Glycosyl, Glycosylation, Glycosyl donor, Combinatorial chemistry, Chelation, Metal, Stereochemistry

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