Enantioselective Michael-Type Reaction of Chiral Linear α,α -Disubstituted Secondary Enamines.

Abstract The enantioselective Michael-type reaction of chiral 2-substituted cyclic imines, reacting as their secondaiy enamine tautomers, has been extended to a linear ketimine possessing an oxo group on one of the substituents. A single secondary enamine tautomer is observed, due to H-bonding of the NH group, thus allowing the reaction to proceed with a high degree of stereoselectivity.