Literature DB >> 2171765

Benzeneselenenyl triflate as an activator of thioglycosides for glycosylation reactions.

Y Ito1, T Ogawa, M Numata, M Sugimoto.   

Abstract

A new method for the activation of thioglycosides was developed by use of benzeneselenenyl triflate (PhSeOTf), which, upon reaction with either a primary or secondary sugar HO-group, afforded O-glycosides under extremely mild reaction conditions. The reaction was applicable to various l-thiohexosides 2-6 as well as to a 2-thioglycoside 20 derived from N-acetylneuraminic acid (NeuAc).

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Year:  1990        PMID: 2171765     DOI: 10.1016/0008-6215(90)84078-9

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


  3 in total

1.  Versatile synthesis and mechanism of activation of S-benzoxazolyl glycosides.

Authors:  Medha N Kamat; Nigam P Rath; Alexei V Demchenko
Journal:  J Org Chem       Date:  2007-08-04       Impact factor: 4.354

2.  A Highly Efficient Glycosidation of Glycosyl Chlorides by Using Cooperative Silver(I) Oxide-Triflic Acid Catalysis.

Authors:  Scott A Geringer; Yashapal Singh; Daniel J Hoard; Alexei V Demchenko
Journal:  Chemistry       Date:  2020-06-02       Impact factor: 5.236

3.  Indolylthio Glycosides As Effective Building Blocks for Chemical Glycosylation.

Authors:  Ganesh Shrestha; Matteo Panza; Yashapal Singh; Nigam P Rath; Alexei V Demchenko
Journal:  J Org Chem       Date:  2020-07-21       Impact factor: 4.354

  3 in total

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