4.7 Article

Synthesis of Monoacylated Derivatives of 1,2-Cyclohexanediamine. Evaluation of their Catalytic Activity in the Preparation of Wieland-Miescher Ketone

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 23, Pages 8303-8306

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo101723v

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Funding

  1. Spanish Direccion General de Investigacion, Ciencia y Tecnologia (DGICYT) [CTQ-2008-01771/BQU]
  2. UE [PERG04-GA-2008-239244]
  3. Ministerio de Educacion y Ciencia

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Ureas, carbamoyl derivatives, amides, and sulfonamides can be easily prepared from the strained (R,R)-cylohexanediamine urea (1) in high yield, leaving a free amino group that shows good catalytic activity in intramolecular aldol condensations. The preparation of Wieland-Miescher ketone has been studied with these catalysts.

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