Literature DB >> 25858173

Gold-catalysed glycosylation reaction using an easily accessible leaving group.

Srinivasa Rao Koppolu1, Ramana Niddana, Rengarajan Balamurugan.   

Abstract

Gold(III)-catalysed glycosylation reaction has been developed by employing a new and easily accessible leaving group synthesized from ethyl cyanoacetate. Several nucleophiles like alcohols, thiols, allyltrimethylsilane, trimethylsilyl azide and triethylsilane have been reacted to make the corresponding glycosides in good yields and with marginal to excellent α-selectivity.

Entities:  

Year:  2015        PMID: 25858173     DOI: 10.1039/c5ob00248f

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Diastereoselective Synthesis of Aryl C-Glycosides from Glycosyl Esters via C-O Bond Homolysis.

Authors:  Yongliang Wei; Benjamin Ben-Zvi; Tianning Diao
Journal:  Angew Chem Int Ed Engl       Date:  2021-03-10       Impact factor: 15.336

Review 2.  Chemical O-Glycosylations: An Overview.

Authors:  Rituparna Das; Balaram Mukhopadhyay
Journal:  ChemistryOpen       Date:  2016-08-17       Impact factor: 2.911

3.  AuBr3-catalyzed azidation of per-O-acetylated and per-O-benzoylated sugars.

Authors:  Jayashree Rajput; Srinivas Hotha; Madhuri Vangala
Journal:  Beilstein J Org Chem       Date:  2018-03-22       Impact factor: 2.883

Review 4.  Anomeric modification of carbohydrates using the Mitsunobu reaction.

Authors:  Julia Hain; Patrick Rollin; Werner Klaffke; Thisbe K Lindhorst
Journal:  Beilstein J Org Chem       Date:  2018-06-29       Impact factor: 2.883

  4 in total

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