A NEW ROUTE TO HOMOCHIRAL PIPERIDINES

Authors
JONES RCF TURNER I HOWARD KJ
Citation
Rcf. Jones et al., A NEW ROUTE TO HOMOCHIRAL PIPERIDINES, Tetrahedron letters, 34(39), 1993, pp. 6329-6332
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
39
Year of publication
1993
Pages
6329 - 6332
Database
ISI
SICI code
0040-4039(1993)34:39<6329:ANRTHP>2.0.ZU;2-Q
Abstract
The synthesis of an enantiomeric pair of enaminoesters from phenylglyc ine is described. Conjugate addition to alpha,beta-enones, reductive c yclization-fragmentation to octahydroimidazopyridines and further redu ction to remove the auxiliary atoms, completes a new route to homochir al piperidines in which the enaminoesters function as homochiral 'etha nal enamines'.