A Centennial Methodology for the Preparation of Heterocyclic Compounds: The Intramolecular Coiodination of Alkenes with Internal Oxygenated Nucleophiles

Abstract

A review on the intramolecular coiodination of alkenes with internal oxygenated nucleophiles (alkenols, unsaturated ethers, carboxylic acids and derivatives) is presented. The reactions are discussed with emphasis in the preparation of iodotetrahydrofurans, iodotetrahydropyrans and iodolactones and their utilization in organic synthesis. The intramolecular coiodination of alkenes with less common oxygenated nucleophiles (unsaturated carbonates, phosphates, isoxazolines, uretanes, hydroperoxides and silenols) is also presented. da Silva et al.Recently, we reported the intermolecular coiodination of alkenes with oxygenated nucleophiles [17], and the products (iodohydrins, β-iodoethers and β-iodoesters) proved to be