4.6 Article

Organocatalytic Asymmetric Cascade Reactions Based on Gamma-Nitro Carbonyl Compound

Journal

CHEMICAL RECORD
Volume 19, Issue 2-3, Pages 394-423

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/tcr.201800047

Keywords

asymmetric synthesis; organocascade reactions; nitro-containing cyclic compounds; gamma-nitrocarbonyl intermediates; organocatalysis

Funding

  1. National Natural Science Foundation of China [81573588, 81773889, 81630101]
  2. Sichuan Science and Technology Program [2017JY0323]

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The significant advancements in asymmetric organocascade reactions have been accomplished during the past decades, paving the way to the efficient and stereoselective construction of structurally complex scaffolds from simple and readily available starting materials. Nitro-containing cyclic compounds have become a privileged molecular library given their broad and promising activities in various therapeutic areas. In various approaches to build these valuable scaffolds, the utility of gamma-nitrocarbonyl intermediates is one of the most efficient approaches due to its high efficiency, reliability and versatility. The strategies and catalyst systems described here highlight recent advances in the enantioselective synthesis of nitro-containing cyclic molecules via organocascade strategies based on gamma-nitrocarbonyl intermediates. Various organocatalysts with distinct activation modes have found application in providing these sophisticated compounds. This review is organized according to the types of organocatalyst. These methods are of importance for the construction of complex chiral cyclic frameworks and the design of new pharmaceutical compounds. We believe that compounds based on nitro-containing cyclic skeletons have the potential to provide novel therapeutic agents and useful biological tools.

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