Enantioselective Prévost and Woodward reactions using chiral hypervalent iodine(iii): switchover of stereochemical course of an optically active 1,3-dioxolan-2-yl cation

Abstract

Optically active 1,3-dioxolan-2-yl cation intermediates were generated during enantioselective dioxyacetylation of alkene with chiral hypervalent iodine(III). Regioselective attack of a nucleophile toward the intermediate resulted in reversal of enantioselectivity of the dioxyacetylation.