157894-17-2Relevant articles and documents
Imidoylstannanes, Improved Preparation and Uses as Acylanion Equivalents
Jousseaume, Bernard,Vilcot, Nathalie,Ricci, Alfredo,Tiekink, Edward R. T.
, p. 2283 - 2288 (2007/10/02)
An improved preparation of imidoylstannanes, by reaction of triorganostannyllithiums with imidoyl chlorides, is reported.This reaction is effective when phenyl or methyl groups are substituents on the tin atom, and when N-aryl C-alkyl or C-aryl imidoyl chlorides are used.After reaction with acyl chlorides, imidoylstannanes led to high yields of α-keto imines, which can be further hydrolysed into α-diketones.Transmetallation with organolithiums selectively gave the corresponding lithium reagents which showed a normal behaviour with alkyl halides, silicon halides, epoxides or chloroformates, leading to functional imines, hydrolysable to the corresponding ketones.This route forms a new entry to Walborski reagents.