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Recyclable Cyclohexanediamine Derivatives as Organocatalysts: Organocatalytic Reduction with Trichlorosilane and Aldol Reaction
Department of Chemistry, National Defense Academy, Yokosuka, Japan
Department of Chemistry, National Defense Academy, Yokosuka, Japan
- 1 Department of Chemistry, National Defense Academy, Yokosuka, Japan
- 2 Department of Chemistry, National Defense Academy, Yokosuka, Japan
International Journal of Organic Chemistry·Volume 03 (2013)·Pages 240–242·Published 4 December 2013·DOI10.4236/ijoc.2013.34034
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Abstract
R eduction of ketimine with trichlorosilane was carried out using bisformamide catalyst 1a derived from cyclohexanediamine to give the corresponding product in 81% yield with 39% ee. Deprotection of the formyl groups of the catalysts 1 gave the corresponding diamines 2 which were utilized in aldol reaction of acetone with 4-nitrobenzaldehyde. The reaction using 2b in brine afforded the aldol adduct in 81% yield with 29% ee.
KeywordsAldol ReactionCyclohexanediamineOrganocatalysisRecyclableReduction
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