PRODUCTION OF OPTICALLY ACTIVE IMINE

摘要

PURPOSE:To obtain an optically active imine, by using a specific Rh.phosphine complex containing 2,2'-bis(diphenylphosphino)-1,1'-binaphtyl ligand as a catalyst in isomerization of an allylamine derivative. CONSTITUTION:When a compound expressed by formula I (R1 is H or CH3; R2 is 4-methylpentyl or methoxy; R3 is H; R4 is alkyl or cycloalkyl; wave line exhibits cis or trans) is isomerized to provide the aimed compound expressed by formula II, the aimed compound is obtained in high purity and yield by using a complex expressed by formula III [Y is ethylene, 1,3-butadiene, cyclohexadiene, cyclooctadiene or L: X is ClO4 or BF4PF6; L is formula IV (R is H, CH3 or t-butyl) as a catalyst. Since the resultant imine is quantitatively hydrolyzed to provide an optically active aldehyde or ketone, the imine is important in organic and synthetic chemistry.