Literature DB >> 12559747

Zinc triflate-benzoyl bromide: a versatile reagent for the conversion of ether into benzoate protecting groups and ether glycosides into glycosyl bromides.

Tülay Polat1, Robert J Linhardt.   

Abstract

A simple and efficient method is developed for the chemoselective one-pot conversion of ethers (benzyl, TBDMS and acetal) to the corresponding benzoates by zinc triflate-catalyzed deprotection and benzoylation by benzoyl bromide. In the same reaction, methyl or p-methoxyphenyl glycosides are converted into glycosyl bromides that are useful in glycosylation reactions.

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Year:  2003        PMID: 12559747     DOI: 10.1016/s0008-6215(02)00481-0

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


  2 in total

1.  Synthesis of Glycosyl Chlorides and Bromides by Chelation Assisted Activation of Picolinic Esters under Mild Neutral Conditions.

Authors:  Peng Wen; Christopher J Simmons; Zhi-Xiong Ma; Stephanie A Blaszczyk; Paul G Balzer; Wenjing Ye; Xiyan Duan; Hao-Yuan Wang; Dan Yin; Christopher M Stevens; Weiping Tang
Journal:  Org Lett       Date:  2020-02-06       Impact factor: 6.005

Review 2.  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 in total

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