Journal of Organometallic Chemistry

Palladium 0-catalyzed isomerization of (Z)-1-functionalized-4-acetoxy-2-butenes: Solvent and substituent effects

AM Zawisza, J Muzart

Index: Zawisza, Anna Maria; Muzart, Jacques Journal of Organometallic Chemistry, 2010 , vol. 695, # 1 p. 62 - 66

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Citation Number: 2

Abstract

The Pd (PPh3) 4-catalyzed isomerization of (Z)-1, 4-diacetoxy-2-butene,(Z)-1-(t- butyldimethylsilyloxy)-4-acetoxy-2-butene and (Z)-1-(t-butyldiphenylsilyloxy)-4-acetoxy-2- butene affords the corresponding (E)-isomers and 1, 2-difunctionalized-3-butenes. In THF, the formation of the (E)-isomers is mainly due to reaction from an η1-allylpalladium intermediate while an η3-allylpalladium is the main key intermediate in DMF. The time to ...