Recyclable Cyclohexanediamine Derivatives as Organocatalysts: Organocatalytic Reduction with Trichlorosilane and Aldol Reaction

DOI: 10.4236/ijoc.2013.34034   PDF   HTML     3,490 Downloads   5,409 Views  


Reduction 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.


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Y. Tanimura and K. Ishimaru, "Recyclable Cyclohexanediamine Derivatives as Organocatalysts: Organocatalytic Reduction with Trichlorosilane and Aldol Reaction," International Journal of Organic Chemistry, Vol. 3 No. 4, 2013, pp. 240-242. doi: 10.4236/ijoc.2013.34034.

Conflicts of Interest

The authors declare no conflicts of interest.


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