1-Alkylation of O (3)-lactim, N (11)-azaenolate dilithium species derived from N (2)–H compounds 1a and 1b and the lithium azaenolates derived from the N (2)-phenyl and N (2)- (1-arylethyl) substituted compounds 2, 3 and 4 is studied. In 1 the trans-diastereoselectivity