TMSCl as a Mild and Effective Source of Acidic Catalysis in Fischer Glycosidation and Use of Propargyl Glycoside for Anomeric Protection

IZUMI, Minoru; FUKASE, Koichi; KUSUMOTO, Shoichi

TMSCl as a Mild and Effective Source of Acidic Catalysis in Fischer Glycosidation and Use of Propargyl Glycoside for Anomeric Protection

2002

IZUMI, Minoru | FUKASE, Koichi | KUSUMOTO, Shoichi

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.

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