119461-42-6Relevant articles and documents
SYNTHESIS OF SUBSTITUTED TETRAHYDROPYRIDINES BY CYCLIZATIONS OF SILICON-CONTAINING IMINIUM IONS
Daub, G. William,Heerding, Dirk A.,Overman, Larry E.
, p. 3919 - 3930 (2007/10/02)
Trans-2,6-disubstituted-1,2,5,6-tetrahydropyridines are formed stereoselectively from the cyclization of silicon-containing iminium cations 5 if the nitrogen substituents R1 is an alkyl group.In contrast, cyclization of the corresponding NH or N-acyl iminium ions occurs in a stereorandom fashion.Nonracemic tetrahydropyridines cannot be prepared in this way, since both iminium ion and N-acyliminium ion intermediates racemize prior to cyclization.