TMSCl as a mild and effective source of acidic catalysis in fischer glycosidation and use of propargyl glycoside for anomeric protection

Minoru Izumi, Koichi Fukase, Shoichi Kusumoto

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

Practical Fischer glycosidation was effected at room temperature or 60°C by using 5 to 10 equiv. of TMSCl. The anomeric propargyl group formed by this method was found to be a versatile new protecting group, being stable in neat TFA but readily cleaved by treatment with Co2(CO)8 and TFA in CH2Cl2via the formation of an alkyne–Co complex.

Original languageEnglish
Pages (from-to)211-214
Number of pages4
JournalBioscience, Biotechnology and Biochemistry
Volume66
Issue number1
DOIs
Publication statusPublished - 2002
Externally publishedYes

Keywords

  • Acid catalyst
  • Fischer glycosidation
  • Protective group
  • TMSCl

ASJC Scopus subject areas

  • Biotechnology
  • Analytical Chemistry
  • Biochemistry
  • Applied Microbiology and Biotechnology
  • Molecular Biology
  • Organic Chemistry

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