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

作　　者：Yuya Tanimura Kaori Ishimaru 

机构地区：[1]Department of Chemistry, National Defense Academy, Yokosuka, Japan

出　　处：《International Journal of Organic Chemistry》2013年第4期240-242,共3页有机化学国际期刊（英文）

摘　　要：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.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.

关 键 词：Aldol Reaction Cyclohexanediamine ORGANOCATALYSIS RECYCLABLE REDUCTION 

分 类 号：O6[理学—化学]