Literature DB >> 28478910

Gold(I)-catalyzed synthesis of β-Kdo glycosides using Kdo ortho-hexynylbenzoate as donor.

Xuemeng Mi1, Qixin Lou1, Wenjing Fan1, Liqin Zhuang1, You Yang2.   

Abstract

A gold(I)-catalyzed glycosylation of Kdo with glycosyl ortho-hexynylbenzoate as donor is reported. The couplings of Kdo ortho-hexynylbenzoate with a set of alcohols promoted by PPh3AuOTf afford Kdo glycosides with good β-selectivities. This glycosylation method allows for the synthesis of β-Kdo monosaccharide with a C5 linker at the reducing end for subsequent conjugation to carrier proteins and arrays.
Copyright © 2017 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Glycosyl ortho-hexynylbenzoate; Glycosylation; Gold; Kdo; Synthetic methods

Mesh:

Substances:

Year:  2017        PMID: 28478910     DOI: 10.1016/j.carres.2017.04.021

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  2 in total

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  2 in total

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