SYNTHESIS AND SUBSTITUTION-REACTIONS OF N-PROTECTED 2-(PHENYLSELENONYLMETHYL) PYRROLIDINES

Authors
COOPER MA WARD AD
Citation
Ma. Cooper et Ad. Ward, SYNTHESIS AND SUBSTITUTION-REACTIONS OF N-PROTECTED 2-(PHENYLSELENONYLMETHYL) PYRROLIDINES, Australian Journal of Chemistry, 50(3), 1997, pp. 181-187
Citations number
43
Categorie Soggetti
Chemistry
Journal title
Australian Journal of Chemistry → ACNP
ISSN journal
00049425
Volume
50
Issue
3
Year of publication
1997
Pages
181 - 187
Database
ISI
SICI code
0004-9425(1997)50:3<181:SASON2>2.0.ZU;2-I
Abstract
Alkyl phenyl selenides derived from the benzeneselenenyl chloride indu ced cyclization of N-protected pent-4-enylamines can be converted in g ood yield into the corresponding 2-hydroxymethyl- or 2-alkoxymethyl-su bstituted pyrrolidines by oxidation to the corresponding selenone, fol lowed by reaction with water (or hydroxide) or with the corresponding alcohol. Details of the reactions and possible mechanisms for the subs titution are discussed.