Trimethylsilyl carboxylates

These can be prepared in good yield by reaction of either the mono-anions of trimethylsilyl carboxylates or, preferably, the dianions of carboxylic acids with TMSCI. Acetic and propionic acids give mixtures of O- and C-silylated products. 

Note. This excellent method, which proceeds with the intermediacy of the trimethylsilyl carboxylates, is equally applicable to esterifications of acids with simple alcohols, which are then used as solvent. 

Trimethylcydohexenone, 59 Trimcthylenemethane, 132 Trimethylsilyl carboxylates. 102. 103. 122 Trimethylsilyl chloride, see TMSCI... 

A new device for olefin formation via decarboxylation-desilylation has been achieved successfully by electrolysis of -trimethylsilyl carboxylic acids in an MeCN-EtOH-KOH-(C) system [148]. For example, norbornadiene (LXXXIII) and cyclohexa-diene (LXXXV) have been obtained in good yields ... 

Tables 6 and 7 contain the syntheses of esters of trialkylacetic acids, specifically deuterated carboxylic acids, of branched acids, of enoic and ynoic acids, of w-halo-, acetoxy- or trimethylsilyl-carboxylic acids, of perfluorinated 1, n-diacids, of keto esters and of diketones.

Reaction of (1) with an alkyl bromide or iodide gives an a-trimethylsilyl carboxylic acid ... 

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