Abstract

Esters of isobutyric acid formally substituted in the α-position with a heavy alkali metal were prepared in a good yield. Two methods were used for the preparation: (A) Exchange reaction between lithio ester and alkoxide of a heavy alkali metal, and (B) direct metalation of the ester with hexamethyldisilazylsodium or -potassium. Both methods gave identical products. The rate of autocondensation of these metallo esters in tetrahydrofuran solution was determined. A coordination complex formed by the ester and hexamethyldisalazylsodium was proved to be the intermediate in the direct metalation.

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