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

dc.contributorUniversidade Estadual Paulista (Unesp)
dc.contributorUniversidade de São Paulo (USP)
dc.contributorUniversidade Federal de Mato Grosso do Sul (UFMS)
dc.date.accessioned2014-05-20T13:12:07Z
dc.date.available2014-05-20T13:12:07Z
dc.date.created2014-05-20T13:12:07Z
dc.date.issued2008-06-09
dc.identifierTetrahedron Letters. Oxford: Pergamon-Elsevier B.V. Ltd, v. 49, n. 24, p. 3872-3876, 2008.
dc.identifier0040-4039
dc.identifierhttp://hdl.handle.net/11449/110
dc.identifier10.1016/j.tetlet.2008.04.072
dc.identifierWOS:000256500500009
dc.description.abstractThe 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.
dc.languageeng
dc.publisherPergamon-Elsevier B.V. Ltd
dc.relationTetrahedron Letters
dc.relation2.125
dc.relation0,683
dc.rightsAcesso restrito
dc.sourceWeb of Science
dc.titleHydroalumination 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
dc.typeArtículos de revistas


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