Literature DB >> 22925773

Regioselective benzoylation of glycopyranosides by benzoic anhydride in the presence of Cu(CF3COO)2.

Evgeny V Evtushenko1.   

Abstract

Benzoylation of methyl and benzyl glycopyranosides by benzoic anhydride in acetonitrile in the presence of copper(II) trifluoroacetate as a promoter has given monobenzoates with a good yield and high regioselectivity. The composition of monobenzoates depended both on a configuration of hydroxyl groups and on a configuration of aglycone. The simple syntheses of the monobenzoates of some glycosides are offered.
Copyright © 2012 Elsevier Ltd. All rights reserved.

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Year:  2012        PMID： 22925773     DOI： 10.1016/j.carres.2012.06.020

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


  4 in total

1.  Aqueous Glycosylation of Unprotected Sucrose Employing Glycosyl Fluorides in the Presence of Calcium Ion and Trimethylamine.

Authors:  Guillaume Pelletier; Aaron Zwicker; C Liana Allen; Alanna Schepartz; Scott J Miller
Journal:  J Am Chem Soc       Date:  2016-03-01       Impact factor: 15.419

2.  Phenolic compounds from the leaves of Breynia officinalis and their tyrosinase and melanogenesis inhibitory activities.

Authors:  Ayano Sasaki; Yoshi Yamano; Sachiko Sugimoto; Hideaki Otsuka; Katsuyoshi Matsunami; Takakazu Shinzato
Journal:  J Nat Med       Date:  2017-12-20       Impact factor: 2.343

3.  Regioselective silyl/acetate exchange of disaccharides yields advanced glycosyl donor and acceptor precursors.

Authors:  Hsiao-Wu Hsieh; Matthew W Schombs; Mark A Witschi; Jacquelyn Gervay-Hague
Journal:  J Org Chem       Date:  2013-09-17       Impact factor: 4.354

4.  Site-Selective Acylations with Tailor-Made Catalysts.

Authors:  Florian Huber; Stefan F Kirsch
Journal:  Chemistry       Date:  2016-03-10       Impact factor: 5.236
  4 in total

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