Literature DB >> 30439547

Gold-catalyzed synthesis of α-D-glucosides using an o-ethynylphenyl β-D-1-thioglucoside donor.

Zhitong Zheng1, Liming Zhang2.   

Abstract

A gold-catalyzed glucosylation method using an o-ethynylphenyl β-D-1-thioglucoside as donor is described. The reaction proceeds in a mostly SN2 pathway. A series of α-D-glucosides are obtained in good yields and with up to 19:1 α-selectivity.
Copyright © 2018 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  1,2-cis glycosidic bond; Glucosylation; Gold catalysis; S(N)2 pathway; o-ethynylphenyl β-D-1-thioglucoside

Mesh:

Substances:

Year:  2018        PMID: 30439547      PMCID: PMC6358439          DOI: 10.1016/j.carres.2018.10.010

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


  31 in total

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10.  Mechanism of 4,6-O-benzylidene-directed beta-mannosylation as determined by alpha-deuterium kinetic isotope effects.

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