2008

Esters of aliphatic acidsQ 0300 Palladium-Catalyzed Olefin Dioxygenation. — A novel method for the dioxygen-

ation of olefins is presented, involving the Pd-catalyzed reaction of terminal or internal olefins with Ph-I(O-Ac)2 in aqueous acetic acid. A broad range of olefins can be func-tionalized by this method to give either mono-protected diol derivatives like (XIV) and (XVI) or diacetoxy derivatives like (IV), (VIII) or (XI). An intramolecular version of Pd-catalyzed dioxygenation is also presented, which provides access towards oxocyclic compounds like (XVIII), (XXI) or (XXIII). — (LI, Y.; SONG*, D.; DONG, V. M.; J. Am. Chem. Soc. 130 (2008) 10, 2962-2964; Davenport Res. Lab., Dep. Chem., Univ. Toronto, Toronto, Ont. M5S 3H6, Can.; Eng.) — Mischke

29- 076

2008