title: Regioselective Lithium-Iodine Exchange-Initiated Cleavage of 2-Iodomethyl-1,3-dioxanes: A Complex-Induced Proximity Effect.
abstract: Lithium-iodine exchange-initiated fragmentation of a series of 4-substituted 2-iodomethyl-1,3-dioxanes proceeds rapidly and regioselectively to afford enol ether alcohols by preferential cleavage of the less congested C(2)-O(1) bond. The results demonstrate that a complex-induced proximity effect (CIPE) is likely responsible for the selectivity of the cleavage.
authors.affiliation: Department of Chemistry, University of Connecticut , Storrs, Connecticut 06269-3060, United States.
authors.forename: William F
authors.initials: WF
authors.lastname: Bailey
authors.affiliation: Department of Chemistry, Indiana University of Pennsylvania , Indiana, Pennsylvania 15705, United States.
authors.forename: Justin D
authors.initials: JD
authors.lastname: Fair