TMSCl as a Mild and Effective Source of Acidic Catalysis in Fischer Glycosidation and Use of Propargyl Glycoside for Anomeric Protection
- 1 January 2002
- journal article
- Published by Oxford University Press (OUP) in Bioscience, Biotechnology, and Biochemistry
- Vol. 66 (1) , 211-214
- https://doi.org/10.1271/bbb.66.211
Abstract
Practical Fischer glycosidation was effected at room temperature or 60 degrees 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 CH2Cl2 via the formation of an alkyne-Co complex.Keywords
This publication has 4 references indexed in Scilit:
- Mild ruthenium-catalyzed intermolecular alkyne cyclotrimerizationTetrahedron Letters, 1999
- Propargyloxycarbonyl and propargyl groups for novel protection of amino, hydroxy, and carboxy functionsTetrahedron Letters, 1999
- A Simple Procedure for the Acetalization of Carbonyl CompoundsSynthesis, 1983
- A Simple Procedure for the Esterification of Carboxylic AcidsSynthesis, 1983