Literature DB >> 11950471

5-Azido neuraminic acid thioglycoside as sialylation donor.

Kuo-Cheng Lu1, Sheng-Yuan Tseng, Chun-Cheng Lin.   

Abstract

5-Azido neuraminic acid thioglycoside with O-benzyl protecting groups was synthesized. The sialylations of this new donor type showed good alpha-selectivities for certain primary hydroxyls.

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Year:  2002        PMID： 11950471     DOI： 10.1016/s0008-6215(02)00057-5

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN： 0008-6215            Impact factor:   2.104


  5 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.  The isothiocyanato moiety: an ideal protecting group for the stereoselective synthesis of sialic acid glycosides and subsequent diversification.

Authors:  Appi Reddy Mandhapati; Salla Rajender; Jonathan Shaw; David Crich
Journal:  Angew Chem Int Ed Engl       Date:  2014-11-28       Impact factor: 15.336

3.  O-sialylation with N-acetyl-5-n,4-o-carbonyl-protected thiosialoside donors in dichloromethane: facile and selective cleavage of the oxazolidinone ring.

Authors:  David Crich; Wenju Li
Journal:  J Org Chem       Date:  2007-03-06       Impact factor: 4.354

4.  Stereoselective Synthesis of 5-epi-α-Sialosides Related to the Pseudaminic Acid Glycosides. Reassessment of the Stereoselectivity of the 5-Azido-5-deacetamidosialyl Thioglycosides and Use of Triflate as Nucleophile in the Zbiral Deamination of Sialic Acids.

Authors:  Bibek Dhakal; Szymon Buda; David Crich
Journal:  J Org Chem       Date:  2016-11-10       Impact factor: 4.354

5.  Influence of Configuration at the 4- and 6-Positions on the Conformation and Anomeric Reactivity and Selectivity of 7-Deoxyheptopyranosyl Donors: Discovery of a Highly Equatorially Selective l-glycero-d-gluco-Heptopyranosyl Donor.

Authors:  Kapil Upadhyaya; Rahul S Bagul; David Crich
Journal:  J Org Chem       Date:  2021-08-03       Impact factor: 4.198
  5 in total

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