Evidence that the availability of an allylic hydrogen governs the regioselectivity of the Wacker oxidation

Citation
Mj. Gaunt et al., Evidence that the availability of an allylic hydrogen governs the regioselectivity of the Wacker oxidation, CHEM COMMUN, (18), 2001, pp. 1844-1845
Citations number
20
Categorie Soggetti
Chemistry
Journal title
CHEMICAL COMMUNICATIONS
ISSN journal
13597345 → ACNP
Issue
18
Year of publication
2001
Pages
1844 - 1845
Database
ISI
SICI code
1359-7345(20010921):18<1844:ETTAOA>2.0.ZU;2-A
Abstract
The allylic hydrogen is found to have a dramatic effect on the regioselecti vity of the Wacker oxidation, leading to the postulation that an agostic hy drogen or enyl (sigma+pi) complex helps to stabilise the key intermediate.