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Radical cyclisation of hept-1-enitols
H Redlich1, W Sudau, A K Szardenings
1Organisch-Chemisches Institut der Westfälischen Wilhelms-Universität Münster, F.R.G.
Carbohydrate Research
|March 16, 1992
Abstract:
7-Deoxy-7-iodohept-1-enitols react intramolecularly to give 5-carba analogues of pyranoses (pseudo sugars) by the action of tributyltin hydride, which generates a radical at C-7. The configuration at the new chiral centre depends on the relative orientation of the oxygen functions in the starting material and the pattern of substitution.