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Stereoselective synthesis of (E)-1-iodo-1-selenoalkenes via hydroalumination-iodination of 1-alkynyl selenides
Authors:Carlos Pérez-Balado
Institution:Université catholique de Louvain, Département de Chimie, Unité de Chimie Organique et Médicinale, Bâtiment Lavoisier, Place Louis Pasteur 1, B-1348 Louvain-la-Neuve, Belgium
Abstract:syn-Hydroalumination of 2,4,6-triisopropylphenylselanyl-1-alkynes 22 with DIBAL-H, followed by Al/I exchange with I2, afforded selectively the corresponding (E)-1-iodo-1-selenoalkenes in good yields. The sterically hindered 2,4,6-triisopropylphenyl group proved to be mandatory and prevented the formation of undesired by-products.
Keywords:Selenides  Hydroalumination  2  4  6-Triisopropylphenyl selenide  Iodination
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