Asymmetric deprotonation of N,N-dihexyl-1-naphthamides to provide atropisomers of N,N-dihexyl-2-alkyl-1-naphthamides

Article abstract of DOI:10.1016/0040-4039(96)00439-X

Asymmetric deprotonation of N,N-dihexyl-1-naphthamide using sec-butyllithium/(-)-sparteine followed by reactions with methyl or ethyl alkylation reagents give the atropisomers of N,N-dihexyl-2-alkyl-1-naphthamide with 50% and 55% ee, respectively.