4.8 Article

Cobalt(III) Porphyrin Catalyzed Aza-Diels-Alder Reaction

Journal

ORGANIC LETTERS
Volume 14, Issue 18, Pages 4794-4797

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol3020946

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Funding

  1. Ministry of Education, Culture, Sports, Science, and Technology, Japan
  2. Grants-in-Aid for Scientific Research [21106005, 23655035, 23350017, 21106001] Funding Source: KAKEN

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An efficient protocol for the aza-Diels-Alder reaction of electron-deficient 1,3-dienes with unactivated imines in the presence of a cationic cobalt(III) porphyrin complex was developed. The transformation proceeded smoothly to afford the desired piperidine scaffold within 2 h at ambient temperature. Highly chemoselective cycloaddition of imines with dienes in the presence of a variety of carbonyl compounds was also demonstrated.

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