Chemistry Letters

A facile synthesis of γ, δ-unsaturated esters by the Pd (II) catalyzed Claisen rearrangement

M Ohshima, M Murakami, T Mukaiyama

Index: Ohshima, Masahiro; Murakami, Masahiro; Mukaiyama, Teruaki Chemistry Letters, 1984 , p. 1535 - 1536

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Citation Number: 10

Abstract

A mixed ortho ester is prepared under mild conditions from an allyl alcohol and a ketene acetal in the presence of PdCl 2 (COD). The ortho ester thus formed is successively treated with a catalytic amount of PdCl 2 (PPh 3) 2 in refluxing p-xylene to afford a γ, δ-unsaturated ester in a high yield under neutral conditions.

 Related Synthetic Route

~72%