Literature DB >> 28125110

Catalytic stereospecific O-glycosylation.

K Kowalska1, C M Pedersen1.   

Abstract

A new simple protocol, using TMSNTf2 or Tf2NH as the catalyst, for the activation of trichloroacetimidate donors is described. This O-glycosylation proceeds with stereospecific inversion of the donor configuration. The scope of the protocol has been investigated using common glycosyl donors reacting with simple alcohols as well as sugar acceptors.

Entities:  

Year:  2017        PMID： 28125110     DOI： 10.1039/c6cc10076g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  5 in total

Review 1.  The Experimental Evidence in Support of Glycosylation Mechanisms at the SN1-SN2 Interface.

Authors:  Philip Ouma Adero; Harsha Amarasekara; Peng Wen; Luis Bohé; David Crich
Journal:  Chem Rev       Date:  2018-05-30       Impact factor: 60.622

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

Authors:  Zhitong Zheng; Liming Zhang
Journal:  Carbohydr Res       Date:  2018-10-26       Impact factor: 2.104

3.  Trifluoromethanesulfonate Anion as Nucleophile in Organic Chemistry.

Authors:  Bibek Dhakal; Luis Bohé; David Crich
Journal:  J Org Chem       Date:  2017-09-05       Impact factor: 4.354

4.  Regenerative Glycosylation.

Authors:  Yashapal Singh; Tinghua Wang; Scott A Geringer; Keith J Stine; Alexei V Demchenko
Journal:  J Org Chem       Date:  2017-12-22       Impact factor: 4.354

Review 5.  Recent advances in stereoselective 1,2-cis-O-glycosylations.

Authors:  Akihiro Ishiwata; Katsunori Tanaka; Jiaming Ao; Feiqing Ding; Yukishige Ito
Journal:  Front Chem       Date:  2022-08-19       Impact factor: 5.545
  5 in total

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