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

作者:Raimondi Wilfried; Duque Maria del Mar Sanchez; Goudedranche Sebastien; Quintard Adrien; Constantieux Thierry; Bugaut Xavier*; Bonne Damien; Rodriguez Jean
来源:Synthesis (Germany), 2013, 45(12): 1659-1666.
DOI:10.1055/s-0033-1338844

摘要

Several reactive sites of 1,2- and 1,3-ketoamides were successively exploited in two complementary domino transformations for the synthesis of polysubstituted monocyclic or bridged bicyclic cyclohexanes, with the creation of up to six stereogenic centers. In both cases, a chiral bifunctional thiourea organocatalyst allowed efficient control of chirality in the final carbocycle.

  • 出版日期2013-6