Literature DB >> 24180643

Organocatalyzed direct glycosylation of unprotected and unactivated carbohydrates.

Sebastian Schmalisch1, Rainer Mahrwald.   

Abstract

Organocatalyzed direct glycosylation of unprotected and unactivated carbohydrates is reported. This process is catalyzed by triphenylphosphine and tetrabromomethane at room temperature under neutral conditions. With this operationally simple protocol thermodynamically favored, glycosides were obtained in a very straightforward reaction.

Entities:  

Year:  2013        PMID： 24180643     DOI： 10.1021/ol402914v

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


  5 in total

Review 1.  Methods for 2-Deoxyglycoside Synthesis.

Authors:  Clay S Bennett; M Carmen Galan
Journal:  Chem Rev       Date:  2018-06-28       Impact factor: 60.622

Review 2.  Chemical O-Glycosylations: An Overview.

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

Review 3.  Strategies toward protecting group-free glycosylation through selective activation of the anomeric center.

Authors:  A Michael Downey; Michal Hocek
Journal:  Beilstein J Org Chem       Date:  2017-06-27       Impact factor: 2.883

4.  Stereoselective organocatalyzed glycosylations - thiouracil, thioureas and monothiophthalimide act as Brønsted acid catalysts at low loadings.

Authors:  G A Bradshaw; A C Colgan; N P Allen; I Pongener; M B Boland; Y Ortin; E M McGarrigle
Journal:  Chem Sci       Date:  2018-10-22       Impact factor: 9.825

5.  Stereoselective Glycosylation of 2-Nitrogalactals Catalyzed by a Bifunctional Organocatalyst.

Authors:  Sandra Medina; Matthew J Harper; Edward I Balmond; Silvia Miranda; Giacomo E M Crisenza; Diane M Coe; Eoghan M McGarrigle; M Carmen Galan
Journal:  Org Lett       Date:  2016-08-16       Impact factor: 6.005
  5 in total

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