A novel palladium-catalyzed intramolecular redox reaction

Authors
Hogenauer, K Mulzer, J
Citation
K. Hogenauer et J. Mulzer, A novel palladium-catalyzed intramolecular redox reaction, ORG LETT, 3(10), 2001, pp. 1495-1497
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
10
Year of publication
2001
Pages
1495 - 1497
Database
ISI
SICI code
1523-7060(20010517)3:10<1495:ANPIRR>2.0.ZU;2-0
Abstract
A new type of palladium catalyzed redox reaction is described, forming enon es from 2-(2-bromobenzyl) ketones with an overall loss of HBr. The scope an d limitations of the reaction are demonstrated by a series of cyclic and ac yclic substrates, The mechanism most probably involves the formation of an intramolecular arylpalladium enolate and is related to the oxidation of sil yl enol ethers with palladium acetate.