Abstract
Reaction of alkene with hypervalent iodine(III) reagent in the presence of acetic acid gave a dioxolanyl cation intermediate. Optically active dioxolanyl cation was generated by using an optically active hypervalent iodine reagent. Nucleophilic trapping of the dioxolanyl cation with water gave an oxidation product with retention of stereochemical configuration, and trapping with acetic acid gave a stereoinverion product.
