Literature DB >> 24107114

Tuning reactivity of glycosyl imidinium intermediate for 2-azido-2-deoxyglycosyl donors in α-glycosidic bond formation.

Arun B Ingle1, Chin-Sheng Chao, Wei-Cheng Hung, Kwok-Kong Tony Mong.   

Abstract

The chemical properties of nucleophile additives were investigated in a modulated glycosylation context. N-Formylmorpholine (NFM) was found to be an effective modulator for glycosylation with less reactive 2-azido-2-deoxythioglucosyl and thiogalactosyl donors.

Entities:  

Year:  2013        PMID： 24107114     DOI： 10.1021/ol402519c

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  9 in total

1.  Stereoselectivity of Conformationally Restricted Glucosazide Donors.

Authors:  Stefan van der Vorm; Herman S Overkleeft; Gijsbert A van der Marel; Jeroen D C Codée
Journal:  J Org Chem       Date:  2017-04-25       Impact factor: 4.354

2.  Pre-activation Based Stereoselective Glycosylations.

Authors:  Bo Yang; Weizhun Yang; Sherif Ramadan; Xuefei Huang
Journal:  European J Org Chem       Date:  2017-12-28

Review 3.  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

4.  Recent Developments in Stereoselective Chemical Glycosylation.

Authors:  Jesse Ling; Clay S Bennett
Journal:  Asian J Org Chem       Date:  2019-05-02       Impact factor: 3.319

Review 5.  A propos of glycosyl cations and the mechanism of chemical glycosylation; the current state of the art.

Authors:  Luis Bohé; David Crich
Journal:  Carbohydr Res       Date:  2014-07-01       Impact factor: 2.104

6.  The influence of acceptor nucleophilicity on the glycosylation reaction mechanism.

Authors:  S van der Vorm; T Hansen; H S Overkleeft; G A van der Marel; J D C Codée
Journal:  Chem Sci       Date:  2016-11-09       Impact factor: 9.825

7.  Assembly of a Library of Pel-Oligosaccharides Featuring α-Glucosamine and α-Galactosamine Linkages.

Authors:  Yongzhen Zhang; Liming Wang; Herman S Overkleeft; Gijsbert A van der Marel; Jeroen D C Codée
Journal:  Front Chem       Date:  2022-01-26       Impact factor: 5.221

8.  Synthetic Carbohydrate Chemistry and Translational Medicine.

Authors:  Sachin S Shivatare; Chi-Huey Wong
Journal:  J Org Chem       Date:  2020-10-30       Impact factor: 4.354

9.  Reagent Controlled Stereoselective Synthesis of α-Glucans.

Authors:  Liming Wang; Herman S Overkleeft; Gijsbert A van der Marel; Jeroen D C Codée
Journal:  J Am Chem Soc       Date:  2018-03-23       Impact factor: 15.419
  9 in total

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