Author(s)

Yuya Tanimura, Kaori Ishimaru

Department of Chemistry, National Defense Academy, Yokosuka, Japan.

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.

 

Aldol Reaction; Cyclohexanediamine; Organocatalysis; Recyclable; Reduction

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.