New synthesis of deoxyiodo sugars - The Journal of Organic

Structure−Activity Studies on Anticonvulsant Sugar Sulfamates Related to Topiramate. Enhanced Potency with Cyclic Sulfate Derivatives. Bruce E. Mary...
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3244 J. Org. Chem., Vol. 43, No. 16, 1978

Table I

A New Synthesis of Deoxyiodo Sugars

Summary: Reaction of tetrabutylammonium iodide with carbohydrates containing the trifluoromethanesulfonate (triflate) group has been found to be a very effective means for synthesis of deoxyiodo sugars.

reactant (CH32c,o

reference

87%

none

84%

7

94%

3

GH2, 99%

15

65%

16

"by (cHJF