Literature DB >> 22336963

On a so-called "kinetic anomeric effect" in chemical glycosylation.

Ian Cumpstey1.   

Abstract

Commentary on diastereoselectivity in chemical glycosylation reactions, and dismissal of the influence of stereoelectronic effects analogous to the anomeric effect in kinetically controlled reactions.

Year:  2012        PMID: 22336963     DOI: 10.1039/c2ob06696c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  9 in total

Review 1.  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

2.  Enantio- and Diastereoselective, Lewis Base Catalyzed, Cascade Sulfenoacetalization of Alkenyl Aldehydes.

Authors:  Anastassia Matviitsuk; Scott E Denmark
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-01       Impact factor: 15.336

3.  An Improved Approach to the Direct Construction of 2-Deoxy-β-Linked Sugars: Applications to Oligosaccharide Synthesis.

Authors:  Dina Lloyd; Clay S Bennett
Journal:  Chemistry       Date:  2018-05-02       Impact factor: 5.236

4.  Dissecting the influence of oxazolidinones and cyclic carbonates in sialic acid chemistry.

Authors:  Pavan K Kancharla; Chandrasekhar Navuluri; David Crich
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-13       Impact factor: 15.336

5.  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

6.  Catching elusive glycosyl cations in a condensed phase with HF/SbF₅ superacid.

Authors:  A Martin; A Arda; J Désiré; A Martin-Mingot; N Probst; P Sinaÿ; J Jiménez-Barbero; S Thibaudeau; Y Blériot
Journal:  Nat Chem       Date:  2015-11-23       Impact factor: 24.427

Review 7.  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

8.  Glycosyl Oxocarbenium Ions: Structure, Conformation, Reactivity, and Interactions.

Authors:  Antonio Franconetti; Ana Ardá; Juan Luis Asensio; Yves Blériot; Sébastien Thibaudeau; Jesús Jiménez-Barbero
Journal:  Acc Chem Res       Date:  2021-04-30       Impact factor: 22.384

9.  Substrate-Controlled Direct α-Stereoselective Synthesis of Deoxyglycosides from Glycals Using B(C6F5)3 as Catalyst.

Authors:  Abhijit Sau; Carlos Palo-Nieto; M Carmen Galan
Journal:  J Org Chem       Date:  2019-02-15       Impact factor: 4.354

  9 in total

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