Literature DB >> 22887611

α-Selective organocatalytic synthesis of 2-deoxygalactosides.

Edward I Balmond1, Diane M Coe, M Carmen Galan, Eoghan M McGarrigle.   

Abstract

Alpha rules: A thiourea acts as an efficient organocatalyst for the glycosylation of protected galactals to form oligosaccharides containing a 2-deoxymonosaccharide moiety. The reaction is highly stereoselective for α-linkages and proceeds by way of a syn-addition mechanism.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID： 22887611     DOI： 10.1002/anie.201204505

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  21 in total

1.  Macrocyclic bis-thioureas catalyze stereospecific glycosylation reactions.

Authors:  Yongho Park; Kaid C Harper; Nadine Kuhl; Eugene E Kwan; Richard Y Liu; Eric N Jacobsen
Journal:  Science       Date:  2017-01-13       Impact factor: 47.728

Review 2.  Recent advances in site-selective functionalization of carbohydrates mediated by organocatalysts.

Authors:  Stephanie A Blaszczyk; Timothy C Homan; Weiping Tang
Journal:  Carbohydr Res       Date:  2018-11-23       Impact factor: 2.104

3.  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

Review 4.  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

5.  Stereospecific Furanosylations Catalyzed by Bis-thiourea Hydrogen-Bond Donors.

Authors:  Andrew B Mayfield; Jan B Metternich; Adam H Trotta; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2020-02-14       Impact factor: 15.419

6.  Catalytic activation of glycosyl phosphates for stereoselective coupling reactions.

Authors:  Samuel M Levi; Qiuhan Li; Andreas R Rötheli; Eric N Jacobsen
Journal:  Proc Natl Acad Sci U S A       Date:  2018-12-17       Impact factor: 11.205

7.  Targeting the Pentose Phosphate Pathway: Characterization of a New 6PGL Inhibitor.

Authors:  Anh Tuan Tran; Aude Sadet; Paolo Calligari; Philippe Lopes; Jamal Ouazzani; Matthieu Sollogoub; Emeric Miclet; Daniel Abergel
Journal:  Biophys J       Date:  2018-11-06       Impact factor: 4.033

Review 8.  Synthesis and Glycosidation of Anomeric Halides: Evolution from Early Studies to Modern Methods of the 21st Century.

Authors:  Yashapal Singh; Scott A Geringer; Alexei V Demchenko
Journal:  Chem Rev       Date:  2022-06-08       Impact factor: 72.087

Review 9.  Recent Advances in Stereoselective Chemical O-Glycosylation Reactions.

Authors:  Mana Mohan Mukherjee; Rina Ghosh; John A Hanover
Journal:  Front Mol Biosci       Date:  2022-06-14

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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