NEW ANIONIC CYCLIZATION OF 4-ALKYNYLAMINES AND 5-ALKYNYLAMINES - SYNTHESIS OF 2-BENZYLIDENE PYRROLIDINES AND PIPERIDINES
Citation
M. Tokuda et al., NEW ANIONIC CYCLIZATION OF 4-ALKYNYLAMINES AND 5-ALKYNYLAMINES - SYNTHESIS OF 2-BENZYLIDENE PYRROLIDINES AND PIPERIDINES, Heterocycles, 42(1), 1996, pp. 385-395
Categorie Soggetti
Chemistry Inorganic & Nuclear
SICI code
0385-5414(1996)42:1<385:NACO4A>2.0.ZU;2-U
Abstract
Treatment of 4- and 5-alkynylamines with 0.5-1.2 equiv. of butyllithiu
m brought about a facile anionic cyclization, giving the corresponding
enamine pyrrolidines and piperidines having an exo double bond in hig
h yields. Treatment of 4-alkynamides with lithium aluminum hydride als
o gave the similar enamine pyrrolidines in high yields.