4.5 Article

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

期刊

SYNTHESIS-STUTTGART
卷 45, 期 12, 页码 1659-1666

出版社

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0033-1338844

关键词

domino reactions; ketones; amides; cyclizations; cycloalkanes; stereoselectivity; catalysis; thioureas

资金

  1. Agence Nationale pour la Recherche [ANR-11-BS07-0014]
  2. Centre National de la Recherche Scientifique (CNRS)
  3. Aix-Marseille Universite
  4. Agence Nationale de la Recherche (ANR) [ANR-11-BS07-0014] Funding Source: Agence Nationale de la Recherche (ANR)

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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.

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