Mechanistic alternatives in Lewis acid-catalyzed acyl halide-aldehyde cyclocondensations

Citation
Sg. Nelson et al., Mechanistic alternatives in Lewis acid-catalyzed acyl halide-aldehyde cyclocondensations, TETRAHEDR L, 40(36), 1999, pp. 6541-6543
Citations number
7
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
36
Year of publication
1999
Pages
6541 - 6543
Database
ISI
SICI code
0040-4039(19990903)40:36<6541:MAILAA>2.0.ZU;2-K
Abstract
An investigation of the operative reaction mechanisms in Lewis acid-catalyz ed acyl halide-aldehyde cyclocondensations is presented. Aluminum-based cat alysts promote cyclocondensation via a ketene-dependent reaction pathway wh ile acyl halide enolates are implicated as reactive intermediates in Ti(IV) -catalyzed reactions. (C) 1999 Elsevier Science Ltd. All rights reserved.