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oai:riubu.ubu.es:10259/51772022-05-20T13:23:34Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594

Brønsted acid−catalyzed synthesis of tetrasubstituted allenes and polysubstituted 2H-chromenes from tertiary propargylic alcohols Cabrera Lobera, Natalia Velasco Pérez, Noelia Sanz Díez, Roberto Fernández Rodríguez, Manuel A. Allenes Brønsted acid catalysis Propargylic alcohols 2H-chromenes Nucleophilic substitution Química orgánica Chemistry, Organic A practical and environmentally benign Brønsted acid−catalyzed protocol for the preparation of all-carbon tetrasubstituted allenes, consisting in the direct SNˈ addition of tri- or dimethoxy arenes or allyltrimethylsilane to tertiary propargylic alcohols, has been developed. In addition, a straightforward synthesis of densely substituted 2H-chromenes by metal-free tandem allenylation/heterocyclization reaction of methoxyphenols and tertiary alkynols is presented. Junta de Castilla y León and FEDER (BU291P18) and Ministerio de Economía y Competitividad (MINECO) and FEDER (CTQ2016-75023-C2-1-P) 2019-11-13T08:45:15Z 2019-11-13T08:45:15Z 2019-08 info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion 0040-4020 http://hdl.handle.net/10259/5177 10.1016/j.tet.2019.05.023 10.1016/j.tet.2019.05.023 eng Tetrahedron. 2019, V. 75, n. 31, p. 4071-4080 https://doi.org/10.1016/j.tet.2019.05.023 info:eu-repo/grantAgreement/JCyL/BU291P18 info:eu-repo/grantAgreement/MINECO/CTQ2016-75023-C2-1-P http://creativecommons.org/licenses/by-nc-nd/4.0/ Attribution-NonCommercial-NoDerivatives 4.0 Internacional info:eu-repo/semantics/openAccess application/pdf Elsevier