REARRANGEMENT OF 5-(BROMOMETHYL)-1-PYRROLINIUM SALTS INTO FUNCTIONALIZED PIPERIDINES

Citation
N. Dekimpe et al., REARRANGEMENT OF 5-(BROMOMETHYL)-1-PYRROLINIUM SALTS INTO FUNCTIONALIZED PIPERIDINES, Tetrahedron letters, 37(18), 1996, pp. 3171-3174
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
37
Issue
18
Year of publication
1996
Pages
3171 - 3174
Database
ISI
SICI code
0040-4039(1996)37:18<3171:RO5SIF>2.0.ZU;2-K
Abstract
5-(Bromomethyl)-1-pyrrolinium bromides undergo rearrangement with alko xides in the corresponding alcohol to afford 2,5-dialkoxypiperidines, which are easily converted into 3-alkoxypiperidines. 2,5-Dialkoxypiper idines undergo a peculiar thermal rearrangement to afford 5-alkoxy-1,2 ,3,4-tetrahydropyridines. Copyright (C) 1996 Elsevier Science Ltd