W. Schroth et U. Jahn, GENERATION OF N,N-DISUBSTITUTED IMINIUM S ALTS BY APPLICATION OF SILANE REAGENTS, Journal fur praktische Chemie, Chemiker-Zeitung, 340(4), 1998, pp. 287-299
(Dialkylamino)trimethylsilanes, halotrimethylsilanes and trimethylsily
l triflate proved to be superior reagents for a convenient access to t
he title compounds in an aprotic medium. In most cases, the co-formati
on of silylethers or disiloxanes acts as driving force. A comprehensiv
e overview on this field, including the latest findings, is given and
the significant mechanistic relationships are illuminated. The three c
omponent synthesis starting from carbonyl compounds (Scheme 3) and the
two component synthesis (''latent'' three component synthesis) starti
ng from alpha-chloroethers (Schemes 16, 19) hold a central position. T
he latter method offers special advantage for the entrance into the mu
ltifunctional series, as shown by the first synthesis of vinylogous Vi
ehe sails as preparatively useful C-3-building blocks (Schemes 17, 22,
23). As an aim, this report should stimulate further progress in thes
e areas.