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

[ Vol. 2 , Issue. 3 ]

Author(s):

Flavia Martins da Silva, Joel Jones Junior and Marcio C.S. de Mattos   Pages 393 - 414 ( 22 )

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.

Keywords:

cohalogenation, cyclofunctionalization, iodocyclization, alkenes, organic synthesis

Affiliation:

Departamento de Quimica Organica, Instituto de Quimica, Universidade Federal do Rio de Janeiro,Caixa Postal 68545, 21945-970, Rio de Janeiro, Brazil.



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