ChemInform Abstract: Nucleosides and Nucleotides. Part 165. A Novel Ring-Enlargement Reaction of (3-Oxa-2-silacyclopentyl)methyl Radicals into 4-Oxa-3-silacyclohexyl Radicals. Stereoselective Introduction of a Hydroxyethyl Group via Unusual 6-endo-Cyclization Products Derived from 3-Oxa-4-silahexenyl Radicals and Its Application to the Synthesis of a 4′-α-Branched Nucleoside.
Abstract
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ChemInform Abstract
The title radical reaction with a vinylsilyl tether is applicable to a variety of halohydrins and related compounds for introducing a hydroxyethyl group at the β-position of the hydroxyl with cis-configuration. Reaction conditions are optimized to get the desired products as major compounds.