Mr. Saidi et al., 3 COMPONENT AMINOALKYLATION OF ALDEHYDES BY FUNCTIONALIZED ORGANOZINCCOMPOUNDS PROMOTED BY LITHIUM PERCHLORATE (LICLO4), Journal of the Chemical Society. Perkin transactions. I, (13), 1997, pp. 1983-1986
The one-pot synthesis of several N,N-dialkylamino esters is reported.
Treatment of aldehydes 1 (aliphatic and aromatic) with (trimethylsilyl
)dialkylamines 2, in the presence of LiClO4 in diethyl ether presumabl
y gives the intermediates 3. Reaction of these intermediates 3 with fu
nctionalized organozinc reagents, RZnBr, produces a variety of N,N-dia
lkylamino esters in a short time (about 1 h) and in good to moderate y
ields. The pure products are isolated by extraction with cold hydrochl
oric acid.