E. O. Kurkutov, T. N. Borodina, “The iodine-assisted hydroxyselenenylation of alkenes with elemental selenium”, Mendeleev Commun., 2020, Volume 30, Issue 6,Pages <nobr>760

This article is cited in 6 papers

Communications

The iodine-assisted hydroxyselenenylation of alkenes with elemental selenium

E. O. Kurkutov, T. N. Borodina

A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation

Abstract: β,β′-Dihydroxy selenides are obtained by the iodine-assisted reaction of elemental selenium with alkenes in aqueous acetonitrile in up to 83% yield and ∼1: 1 diastereomeric ratio. The X-ray analysis of bis(2-hydroxycyclohex-1-yl) selenide revealed it to be the trans,trans-isomer indicating that the reaction occurred stereoselectively as anti-addition.

Keywords: iodine-assisted reactions, selenenylation, b-hydroxy selenides, alkenes, organoselenium compounds.

Language: English

DOI: 10.1016/j.mencom.2020.11.023

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