UNEXPECTED DIASTEREOSELECTIVITY IN THE FORMATION OF 3,5-DISUBSTITUTEDINDOLIZIDINES BY INTRAMOLECULAR REDUCTIVE AMINATION

Authors
CELIMENE C DHIMANE H SABOUREAU A LHOMMET G
Citation
C. Celimene et al., UNEXPECTED DIASTEREOSELECTIVITY IN THE FORMATION OF 3,5-DISUBSTITUTEDINDOLIZIDINES BY INTRAMOLECULAR REDUCTIVE AMINATION, Tetrahedron : asymmetry, 7(6), 1996, pp. 1585-1588
Citations number
6
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
6
Year of publication
1996
Pages
1585 - 1588
Database
ISI
SICI code
0957-4166(1996)7:6<1585:UDITFO>2.0.ZU;2-N
Abstract
The reductive amination of appropriate ketopyrrolidines leading to 3,5 -dialkylindolizidines usually gives stereoselectively the indolizidine with a cis relative stereochemistry on the piperidine moiety. We repo rt herein unexpected results concerning the effect of the nature of th e C3 substituent on this stereoselectivity. (C) 1996 Elsevier Science Ltd