171. Reaction of αβ-unsaturated acid chlorides with alcohols in the presence of tertiary amines

PW Hickmott

Index: Hickmott,P.W. Journal of the Chemical Society, 1964 , p. 883 - 887

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Citation Number: 9

Abstract

For a@-unsaturated acid chlorides in general, the yield of water-soluble adduct (Table 2) can be correlated with the electronic effects (inductive, conjugative, or hyperconjugative) exerted by a-and p-substituents, both in the transition state and in one of the products (ap- unsaturated ester) of the reaction. For example, stabilisation of the ap-unsaturated form, by conjugative electron displacements of the types shown, result in exclusive formation of the ...