Abstract
A highly diastereoselective one-pot, three-component method for the preparation of several secondary amines and amino esters is reported. Treatment of aldehydes (aliphatic or aromatic) with chiral amines and functionalized organozinc reagents (e.g. BrZnCH 2COOR, allylzinc bromide) in the presence of trimethylsilylchloride with 5 M lithium perchlorate in diethyl ether produces N-alkylamino esters or N, N-dialkylamines in good yields and high diastereoselectivities. The diastereomeric ratios of the secondary amines prepared by this method were lower in comparison to those of the N-alkylamino esters formed in the same way.
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