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Activation of 1,2- and 1,3-Ketoamides with Thiourea Organocatalyst for the Enantioselective Domino Synthesis of Functionalized Cyclohexanes

SynthesisPublished 3 June 2013Open access
Xavier Bugaut, Damien Bonne, Wilfried Raimondi, Maria Sanchez Duque, Sébastien Goudedranche, Adrien Quintard
Citations24
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Abstract

Received: The date will be inserted once the manuscript is accepted. Abstract: Several reactive sites of 1,2- and 1,3-ketoamides were successively exploited in two complementary domino transformations for the synthesis of either polysubstituted mono cyclic or bridged bicyclic cyclohexanes with the creation of up to six stereogenic centers. In both cases, a chiral bifunctional thiourea organocatalyst allowed an efficient control of the chirality in the final carbocycles.

Keywords

Chemistry