REGIOCHEMISTRY OF WACKER-TYPE OXIDATION OF VINYL GROUP IN THE PRESENCE OF NEIGHBORING OXYGEN FUNCTIONS .1.

Citation
H. Pellissier et al., REGIOCHEMISTRY OF WACKER-TYPE OXIDATION OF VINYL GROUP IN THE PRESENCE OF NEIGHBORING OXYGEN FUNCTIONS .1., Tetrahedron, 53(22), 1997, pp. 7577-7586
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
53
Issue
22
Year of publication
1997
Pages
7577 - 7586
Database
ISI
SICI code
0040-4020(1997)53:22<7577:ROWOOV>2.0.ZU;2-R
Abstract
Palladium(II) oxidation of (+/-)-17 alpha-vinyl-1,3,5(10)-gonatriene d erivatives 1 bearing a lactonic bridge on the beta-face affords the ex pected acetyl derivatives. In contrast, when the lactonic bridge or a hydroxy group is present on the or-face (syn relationship), aldehydes resulting from an anti-Markovnikov hydroxypalladation are obtained in appreciable yields. (C) 1997 Elsevier Science Ltd.