ChemInform Abstract: Nucleophilic Ring-Opening of Chlorooxiranes: A New Synthesis of α -Hydroxy α′-Substituted Ketones from Carbonyl Compounds and 1- Chloroalkyl p-Tolyl Sulfoxides

The addition of 1-chloroalkyl p-tolyl sulfoxides to carbonyl compounds gave adducts which were then converted to chlorooxiranes in two steps with good overall yields. The treatment of the chlorooxiranes with various nucleophiles gave α-hygroxy α′-substituted ketones or α-hydroxy ketones in good yields.