4.7 Article

Trienamine catalysis with linear deconjugated 3,5-dienones

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 1, Issue 5, Pages 490-493

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4qo00079j

Keywords

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Funding

  1. National Natural Science Foundation of China [21125206, 21372160, 21321061]
  2. National Basic Research Program of China (973 program) [2010CB833300]

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An array of deconjugated linear 3,5-dienones with substantial substitutions have been successfully used in beta, epsilon-regioselective Diels-Alder cycloadditions with 3-olefinic oxindole-based dienophiles via trienamine catalysis of cinchona-based primary amines, efficiently producing spirocyclic oxindole architectures with dense and diverse substitutions in high stereoselectivity (up to 99% ee, > 19 : 1 d.r.).

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