Highly enantioselective construction of tricyclic derivatives by the desymmetrization of cyclohexadienones.

Angew Chem Int Ed Engl

Departamento de Química Inorgánica (Módulo 7), Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid (Spain).

Published: July 2014

The asymmetric synthesis of tricyclic compounds by the desymmetrization of cyclohexadienones is presented. The reaction tolerated a large variety of substituents at different positions of the cyclohexadienone, and heterocyclic rings of different sizes were accessible. Density functional theory calculations showed that the reaction proceeds through an asynchronous [4+2] cycloaddition.

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http://dx.doi.org/10.1002/anie.201402853DOI Listing

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