Reversal of regioselectivity and enhancement of rates of nitrile oxide cycloadditions through transient attachment of dipolarophiles to cyclodextrins

Abstract

The reactions of nitrile oxides with monosubstituted dipolarophiles, such as propiolamide, typically afford proportionally 80% or more of the 3,5-disubstituted cycloadducts. By contrast, the reactions of 6 A-deoxy-6A-propynamido-β-cyclodextrin with 4-ter