STEREOSELECTIVE SYNTHESIS OF HYDROXYPYRROLIDINES AND HYDROXYPIPERIDINES BY CYCLIZATION OF GAMMA-OXYGENATED-ALPHA,BETA-UNSATURATED SULFONES

Authors
CARRETERO JC ARRAYAS RG DEGRACIA IS
Citation
Jc. Carretero et al., STEREOSELECTIVE SYNTHESIS OF HYDROXYPYRROLIDINES AND HYDROXYPIPERIDINES BY CYCLIZATION OF GAMMA-OXYGENATED-ALPHA,BETA-UNSATURATED SULFONES, Tetrahedron letters, 37(19), 1996, pp. 3379-3382
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
19
Year of publication
1996
Pages
3379 - 3382
Database
ISI
SICI code
0040-4039(1996)37:19<3379:SSOHAH>2.0.ZU;2-A
Abstract
cis and trans 2,3-disubstituted pyrrolidines and piperidines have been prepared stereoselectively by intramolecular conjugate addition of N- substituted gamma-oxygenated-alpha,beta-unsaturated phenyl sulfones. T he best cis-selectivities were obtained from the alcohols and the best trans-selectivities from the OTIPS derivatives. (C) 1996 Published by Elsevier Science Ltd