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
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.