Transition-metal catalyzed synthesis of δ-hydroxy-γ-lactones from bis (trimethylsilyl) ketene acetals and allylic acetates via γ-unsaturated carboxylic acids. Comments …

…, B Denise, M Bellassoued, J Vaissermann

Index: Rudler, Henri; Harris, Paul; Parlier, Andree; Cantagrel, Frederic; Denise, Bernard; Bellassoued, Moncef; Vaissermann, Jacqueline Journal of Organometallic Chemistry, 2001 , vol. 624, # 1-2 p. 186 - 202

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Citation Number: 26

Abstract

Bis (trimethylsilyl) ketene acetals react with allylic acetates in the presence of Pd (0) complexes to give γ-unsaturated carboxylic acids together with α-cyclopropyl carboxylic acids. The unsaturated acids can be converted catalytically to δ-hydroxy-γ-lactones by the H2O2/MTO system (methyltrioxorhenium) and to butenolides by Pd (II) catalyzed intramolecular cyclization reactions. The structure of two of these lactones has been ...