Enantioselective synthesis of differently protected 1,2-diamines via α-alkylation of dibenzylaminoacetaldehyde SAMP-hydrazone

Article abstract of DOI:10.1055/s-1996-4166

Chiral, unsymmetrically and differently protected 1,2-diamines 4 were prepared in moderate to good overall yields and with high asymmetric inductions (ee = 91-99%) by α-alkylation of N,N-dibenzylaminoacetaldehyde SAMP-hydrazone (S)-2 with subsequent oxidative cleavage to the corresponding α-aminonitriles, reduction to the diamines, and protection of the latter.