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

Article abstract of DOI:10.1246/bcsj.64.1582

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-hydroxy α'-substitut