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Synthesis and Utility of 2,2-Dimethyl-2 H-pyrans: Dienes for Sequential Diels-Alder/Retro-Diels-Alder Reactions

AuthorsTejedor, David ; Díaz-Díaz, Abián; Diana-Rivero, Raquel; Delgado-Hernández, Samuel; García-Tellado, Fernando
Issue Date11-Dec-2018
PublisherAmerican Chemical Society
CitationOrganic Letters 20: 7987-7992 (2018)
AbstractThe practical use of 2,2-dimethyl-2H-pyrans as electron-rich dienes in sequential Diels−Alder/retro-Diels−Alder (DA/rDA) domino processes to generate aromatic platforms has been demonstrated. Different polysubstituted alkyl 2-naphthoates have been synthesized by the DA/rDA reaction of benzynes and 2,2-dimethyl-2H-pyrans. The use of other activated alkynes allows the access of substituted alkyl benzoate derivatives.
Publisher version (URL)https://doi.org/10.1021/acs.orglett.8b03558
Appears in Collections:(IPNA) Artículos
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