Literature DB >> 1335843

Zinc triflate-promoted glycosidation: synthesis of lipid A disaccharide intermediates.

K Nakayama1, K Higashi, T Soga, K Uoto, T Kusama.   

Abstract

Zinc triflate was found to be superior to the heavy metal salts as a promoter in the Koenigs-Knorr type glycosidation reaction in the synthesis of lipid A disaccharide intermediates. It readily promoted the reaction of a complex glycosyl bromide with a reducing sugar moiety and gave the disaccharide with beta-selectivity in good yield. This method would be suitable for the bulk preparation of lipid A disaccharide intermediates.

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Year:  1992        PMID: 1335843     DOI: 10.1248/cpb.40.2909

Source DB:  PubMed          Journal:  Chem Pharm Bull (Tokyo)        ISSN: 0009-2363            Impact factor:   1.645


  3 in total

Review 1.  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

2.  Stereocontrolled α-Galactosylation under Cooperative Catalysis.

Authors:  Melanie Shadrick; Yashapal Singh; Alexei V Demchenko
Journal:  J Org Chem       Date:  2020-10-16       Impact factor: 4.354

3.  Effect of phenolic glycolipids from Mycobacterium kansasii on proinflammatory cytokine release. A structure-activity relationship study.

Authors:  Hassan R H Elsaidi; Todd L Lowary
Journal:  Chem Sci       Date:  2015-03-26       Impact factor: 9.825

  3 in total

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