title: Radical cyclisation of hept-1-enitols.
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.
authors.affiliation: Organisch-Chemisches Institut der Westfälischen Wilhelms-Universität Münster, F.R.G.
authors.forename: H
authors.initials: H
authors.lastname: Redlich
authors.forename: W
authors.initials: W
authors.lastname: Sudau
authors.forename: A K
authors.initials: AK
authors.lastname: Szardenings
authors.forename: R
authors.initials: R
authors.lastname: Vollerthun
mesh_terms: D003500:Cyclization; D006536:Heptanes / Q000737:chemistry*; D006539:Heptoses / Q000737:chemistry*; D007536:Isomerism; D013402:Sugar Alcohols / Q000737:chemistry*
chemical_list: D006536:Heptanes; D006539:Heptoses; D013402:Sugar Alcohols