European Journal of Organic Chemistry

Palladium??Catalyzed Dienylations of Chelated Enolates

S Basak, U Kazmaier

Index: Basak, Sankar; Kazmaier, Uli European Journal of Organic Chemistry, 2008 , # 24 p. 4169 - 4177

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Citation Number: 4

Abstract

Abstract Isomerization-free reactions of dienyl carbonates with chelated amino acid ester enolates at–78 C provide important information concerning the mechanism of these dienylations. The formation of regioisomeric products can be explained by competing SN 2/SN 2′ reactions, and the product distribution can be influenced by the proper choice of the reaction conditions. Chiral allylic substrates show a significant transfer of chirality.(© ...

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