Ti(IV) promoted 1,3-dipolar cycloaddition of nitrones to vinyl ethers

Authors
Bayon, P de March, P Figueredo, M Font, J
Citation
P. Bayon et al., Ti(IV) promoted 1,3-dipolar cycloaddition of nitrones to vinyl ethers, TETRAHEDRON, 54(51), 1998, pp. 15691-15700
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
54
Issue
51
Year of publication
1998
Pages
15691 - 15700
Database
ISI
SICI code
0040-4020(199812)54:51<15691:TP1CON>2.0.ZU;2-B
Abstract
The 1,3-dipolar cycloaddition of nitrones to vinyl ethers is accelerated by Ti(IV) species. The efficiency of the catalyst parallels its complexation capacity. The use of Ti((PrO)-Pr-i)(2)Cl-2 favours the formation of trans c ycloadducts, presumably through an endo bidentate complex, in which the met al atom is simultaneously coordinated to the vinyl ether and to the cyclic nitrone or the Z isomer of the acyclic nitrones. (C) 1998 Elsevier Science Ltd. All rights reserved.