Literature DB >> 24471826

Hydrogen-bond-mediated aglycone delivery: focus on β-mannosylation.

Salvatore G Pistorio1, Jagodige P Yasomanee, Alexei V Demchenko.   

Abstract

O-Picoloyl groups at remote positions can mediate the course of glycosylation reactions by providing high facial selectivity for the H-bond-mediated attack of the glycosyl acceptor. A new practical method for the stereoselective synthesis of β-mannosides at ambient temperature is presented.

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Year:  2014        PMID： 24471826     DOI： 10.1021/ol403396j

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


  20 in total

1.  Highly Selective β-Mannosylations and β-Rhamnosylations Catalyzed by Bis-thiourea.

Authors:  Qiuhan Li; Samuel M Levi; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2020-06-26       Impact factor: 15.419

Review 2.  Methods for 2-Deoxyglycoside Synthesis.

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

Review 3.  Automated Chemical Oligosaccharide Synthesis: Novel Approach to Traditional Challenges.

Authors:  Matteo Panza; Salvatore G Pistorio; Keith J Stine; Alexei V Demchenko
Journal:  Chem Rev       Date:  2018-06-28       Impact factor: 60.622

4.  Picoloyl protecting group in synthesis: focus on a highly chemoselective catalytic removal.

Authors:  Scott A Geringer; Michael P Mannino; Mithila D Bandara; Alexei V Demchenko
Journal:  Org Biomol Chem       Date:  2020-07-01       Impact factor: 3.876

Review 5.  Oligosaccharide Synthesis and Translational Innovation.

Authors:  Larissa Krasnova; Chi-Huey Wong
Journal:  J Am Chem Soc       Date:  2019-02-18       Impact factor: 15.419

Review 6.  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

7.  Synthesis of the Hexasaccharide Fragment of Landomycin A Using a Mild, Reagent-Controlled Approach.

Authors:  Subbarao Yalamanchili; Dina Lloyd; Clay S Bennett
Journal:  Org Lett       Date:  2019-04-25       Impact factor: 6.005

8.  Mechanism of Glycosylation of Anomeric Sulfonium Ions.

Authors:  Tao Fang; Yi Gu; Wei Huang; Geert-Jan Boons
Journal:  J Am Chem Soc       Date:  2016-02-29       Impact factor: 15.419

9.  Investigation of the H-bond-mediated aglycone delivery reaction in application to the synthesis of β-glucosides.

Authors:  Michael P Mannino; Jagodige P Yasomanee; Alexei V Demchenko
Journal:  Carbohydr Res       Date:  2018-09-22       Impact factor: 2.104

Review 10.  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
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