Publication Type
Peer Reviewed Journal
Mandatory Citation Fields
Garegg, Per J.,Iversen, Tommy,Oscarson, Stefan;
1977
Monotosylation of diols using phase-transfer catalysis
Published
Optional Fields
Please enter separate search keywords on separate lines
53
1
C5
C7
In the phase-transfer-catalyed tosylation of glycoside diols, the ion-pair is formed in the aq. phase and transferred to the org. phase where tosylation occurs. Thus, Me 4,6-O-benzylidene-a-D-mannopyranoside reacted with p-MeC6H4SO2Cl in the presence of Bu4N+HSO4- at room temp. for 30 min to give the 2-O-tosyl deriv. in 95% yield. Me 4,6-O-benzylidene-a- and b-D-glucopyranosides gave similar results with a reaction time of 2 h. [on SciFinder (R)]
Grant Details
  • © University College Dublin 2010
  • Privacy
  • Policy
  • Freedom of Information