GENERATION OF N,N-DISUBSTITUTED IMINIUM S ALTS BY APPLICATION OF SILANE REAGENTS

Authors
Citation
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
Citations number
115
Categorie Soggetti
Chemistry,"Chemistry Applied
ISSN journal
09411216
Volume
340
Issue
4
Year of publication
1998
Pages
287 - 299
Database
ISI
SICI code
0941-1216(1998)340:4<287:GONISA>2.0.ZU;2-U
Abstract
(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.