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Dual mechanisms of an organocatalytic homodimerization reaction
Authors:Vanina Guidi
Institution:Department of Chemistry, University of Rhode Island, Kingston, RI 02881, USA
Abstract:The l-proline organocatalytic homodimerization of 2-cyclohexenone has been studied and it is concluded that the mechanism of the reaction follows competing pathways involving either a two-step imine/enamine addition or a concerted Diels-Alder cycloaddition where the ultimate product distribution is dependent upon the ratio of the organocatalyst to 2-cyclohexenone and a base present.
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