Stereoselectivity of the captodative alkenes 1-acetylvinyl arenecarboxylates in Diels-Alder reactions with cyclic dienes and stereospecific rearrangement of their bicyclo[2.2.n] α-ketol adducts

Captodative alkene 1-acetylvinyl p-nitrobenzenecarboxylate 1a was evaluated for its reactivity and stereoselectivity with cyclohexadiene (10) in Diels-Alder reactions, showing exclusive endo preference. The two hydrolyzed products of the endo and the exo adducts obtained from the Diels-Alder cycload...

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Bibliographic Details
Main Authors: Raúl Aguilar, Blanca M. Santoyo, Daniel Zárate-Zárate, Miguel A. Vázquez, Rosa M. Padilla, Hugo A. Jiménez-Vázquez, Joaquín Tamariz
Format: Article
Language:English
Published: Elsevier 2020-01-01
Series:Arabian Journal of Chemistry
Online Access:http://www.sciencedirect.com/science/article/pii/S1878535217301648