Literature DB >> 17580902

Simple glycosylation reaction of allyl glycosides.

Pengfei Wang1, Pranab Haldar, Yun Wang, Huayou Hu.   

Abstract

A simple glycosylation strategy employing only allyl glycosides is described. In a one-pot fashion, an allyl glycoside is first isomerized to the reactive 1-prop-en-yl glycoside intermediate, which subsequently undergoes glycosylation with a glycosyl acceptor, promoted by NIS at room temperature.

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Year:  2007        PMID： 17580902     DOI： 10.1021/jo070512x

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  8 in total

1.  Synthesis and Evaluation of QS-7-Based Vaccine Adjuvants.

Authors:  Pengfei Wang; Đani Škalamera; Xianwei Sui; Ping Zhang; Suzanne M Michalek
Journal:  ACS Infect Dis       Date:  2019-03-28       Impact factor: 5.084

2.  Synthesis and Evaluation of QS-21-Based Immunoadjuvants with a Terminal-Functionalized Side Chain Incorporated in the West Wing Trisaccharide.

Authors:  Pengfei Wang; Dattatray A Devalankar; Qipu Dai; Ping Zhang; Suzanne M Michalek
Journal:  J Org Chem       Date:  2016-10-13       Impact factor: 4.354

3.  S-Benzimidazolyl (SBiz) Imidates as a Platform for Oligosaccharide Synthesis via Active-Latent, Armed-Disarmed, Selective, and Orthogonal Activations.

Authors:  Scott J Hasty; Mithila D Bandara; Nigam P Rath; Alexei V Demchenko
Journal:  J Org Chem       Date:  2017-02-07       Impact factor: 4.354

4.  S-Benzimidazolyl glycosides as a platform for oligosaccharide synthesis by an active-latent strategy.

Authors:  Scott J Hasty; Matthew A Kleine; Alexei V Demchenko
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-23       Impact factor: 15.336

5.  Is donor-acceptor hydrogen bonding necessary for 4,6-O-benzylidene-directed beta-mannopyranosylation? Stereoselective synthesis of beta-C-mannopyranosides and alpha-C-glucopyranosides.

Authors:  David Crich; Indrajeet Sharma
Journal:  Org Lett       Date:  2008-10-01       Impact factor: 6.005

6.  Stereoselective C-glycoside formation with 2-O-benzyl-4,6-O-benzylidene protected 3-deoxy gluco- and mannopyranoside donors: comparison with O-glycoside formation.

Authors:  Myriame Moumé-Pymbock; David Crich
Journal:  J Org Chem       Date:  2012-10-11       Impact factor: 4.354

7.  Synthesis of QS-21-based immunoadjuvants.

Authors:  Pengfei Wang; Qipu Dai; Punith Thogaripally; Ping Zhang; Suzanne M Michalek
Journal:  J Org Chem       Date:  2013-11-05       Impact factor: 4.354

8.  Palladium(II)-assisted activation of thioglycosides.

Authors:  Samira Escopy; Yashapal Singh; Alexei V Demchenko
Journal:  Org Biomol Chem       Date:  2021-03-11       Impact factor: 3.876
  8 in total

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