High-rate accelerations in oxy-Cope rearrangements induced by sulfur substitution: Kinetic study involving electronically and geometrically differentiated 1-alkenyl-2-(Z-1-propenyl)-7,7-dimethyl-exo-norbornan-2-ols

Article abstract of DOI:10.1021/ja0025402

The rates of anionically promoted oxy-Cope rearrangement of five structurally related exonorbornanols have been determined. A critical difference in the substitution pattern of these substrates is the presence or absence of oxygen or sulfur functionality