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oai:riubu.ubu.es:10259/39082021-11-10T09:38:24Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594

Gold(I)-Catalyzed Tandem Cyclization–Selective Migration Reaction of 1,3-Dien-5-ynes: Regioselective Synthesis of Highly Substituted Benzenes info:eu-repo/semantics/acceptedVersion García García, Patricia Martínez Cuezva, Alberto Sanjuán Cortázar, Ana María Fernández Rodríguez, Manuel A. Sanz Díez, Roberto Química orgánica Chemistry, Organic Highly substituted benzene derivatives have been easily prepared in a regioselective way from readily available 1,3-hexadien-5-ynes through a gold(I)-catalyzed tandem reaction. The process involves an initial cyclization followed by a selective Wagner-Meerwein shift in which the migration preference seems to be determined by the ability to stabilize a positive charge Ministerio de Ciencia e Innovacion (MICINN) and FEDER (CTQ2010-15358 and CTQ2009-09949/BQU) and Junta de Castilla y Leon (BU021A09 and GR-172) for financial suport. A.M. S. thanks Junta de Castilla y Leon for a predoctoral fellowship. P.G.-G. and M.A.F.-R. thank MICINN for "Juan de la Cierva" and "Ramon y Cajal" contracts Ministerio de Ciencia e Innovacion (MICINN) and FEDER (CTQ2010-15358 and CTQ2009-09949/BQU) and Junta de Castilla y Leon (BU021A09 and GR-172) for financial suport. A.M. S. thanks Junta de Castilla y Leon for a predoctoral fellowship. P.G.-G. and M.A.F.-R. thank MICINN for "Juan de la Cierva" and "Ramon y Cajal" contracts This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic letters, copyright © American Chemical Society after peer review and technical editing by the publisher. 2016-01-20T12:31:52Z 2016-01-20T12:31:52Z 2011-08 info:eu-repo/semantics/article 1523-7060 http://hdl.handle.net/10259/3908 10.1021/ol202129n eng Organic Letters. 2011, V. 13, n. 18, p. 4970-4973 http://dx.doi.org/10.1021/ol202129n info:eu-repo/grantAgreement/MICINN/CTQ2010-15358 info:eu-repo/grantAgreement/MICINN/CTQ2009-09949/BQU info:eu-repo/grantAgreement/JCyL/BU021A09 info:eu-repo/grantAgreement/JCyL/GR-172 info:eu-repo/semantics/openAccess application/pdf American Chemical Society