Artículos de revistas
Hydroalumination of seleno acetylenes: a versatile generation and reactions of alpha-aluminate vinyl selenide intermediates in the highly regio and stereoselective synthesis of telluro(seleno)ketene acetals
Fecha
2008-06-09Registro en:
Tetrahedron Letters. Oxford: Pergamon-Elsevier B.V. Ltd, v. 49, n. 24, p. 3872-3876, 2008.
0040-4039
10.1016/j.tetlet.2008.04.072
WOS:000256500500009
Autor
Universidade Estadual Paulista (Unesp)
Universidade de São Paulo (USP)
Universidade Federal de Mato Grosso do Sul (UFMS)
Institución
Resumen
The hydroalumination of butylseleno acetylenes with DIBAL-H followed by addition of n-butyllithium generated in situ the (Z)-butylseleno vinyl alanates intermediates which were captured with C(4)H(9)TeBr furnishing the (E)-telluro(seleno)ketene acetals exclusively. The isomers with opposite stereochemistry (Z)-telluro(seleno)ketene acetals were obtained by the reduction of phenylseleno acetylenes with lithium di-(isobutyl)-n-butyl aluminate hydride (Zweifel's reagent) followed by reaction of (E)-phenylseleno vinyl alanates intermediates with C(4)H(9)TeBr. (c) 2008 Elsevier Ltd. All rights reserved.