Exocyclic iminium salts as catalysts for alkene epoxidation by Oxone (R)

Authors
Armstrong, A Ahmed, G Garnett, I Goacolou, K Wailes, JS
Citation
A. Armstrong et al., Exocyclic iminium salts as catalysts for alkene epoxidation by Oxone (R), TETRAHEDRON, 55(8), 1999, pp. 2341-2352
Citations number
28
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
8
Year of publication
1999
Pages
2341 - 2352
Database
ISI
SICI code
0040-4020(19990219)55:8<2341:EISACF>2.0.ZU;2-U
Abstract
Exocyclic iminium salts are evaluated as catalysts for alkene epoxidation b y Oxone(R), presumed to proceed via the corresponding oxaziridinium species . Iminium triflate salts derived from pyrrolidine and electron poor aromati c aldehydes were found to be good catalysts. Attempts to prepare chiral var iants of these iminium salts were largely unsuccessful, presumably due to t heir ready hydrolysis. (C) 1999 Elsevier Science Ltd. Ali rights reserved.