Stereoselective synthesis of (E)-1-iodo-1-selenoalkenes via hydroalumination-iodination of 1-alkynyl selenides

Perez-Balado, C;Lucaccioni, Fabio;Marko, Istvan
(2005) Tetrahedron Letters — Vol. 46, n° 29, p. 4883-4886 (2005)

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Abstract
syn-Hydroalumination of 2,4,6-triisopropylphenylselanyl-1-alkynes 22 with DIBAL-H, followed by AN exchange with I-2, 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. (c) 2005 Elsevier Ltd. All rights reserved.
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Perez-Balado, C., Lucaccioni, F., & Marko, I. (2005). Stereoselective synthesis of (E)-1-iodo-1-selenoalkenes via hydroalumination-iodination of 1-alkynyl selenides. Tetrahedron Letters, 46(29), 4883-4886. https://doi.org/10.1016/j.tetlet.2005.05.052 (Original work published 2005)