119992-81-3Relevant academic research and scientific papers
Method for the Production of Optically Active 3-Alkyl Carboxylic Acids and the Intermediate Products Thereof
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, (2008/06/13)
An enantioselective method for producing optically active 3-alkyl carboxylic acids comprises transforming an optically active secondary alcohol into an optically active, activated compound by introducing a leaving group; reacting the activated compound with a malonic acid derivative to obtain an optically active, alkylated malonic acid compound, the reaction taking place exclusively in ether and/or carboxylic acid ester solvents and one or more aprotic polar solvents or alcohols as a cosolvent in a maximum proportion of 30 volume percent of total solvent, wherein the added cosolvent is not hexamethyl phosphoric acid triamide; the malonic acid compound is hydrolyzed if necessary to obtain the corresponding acid; and the corresponding acid is decarboxylated.
METHOD FOR THE PRODUCTION OF OPTICALLY ACTIVE 3-ALKYL CARBOXYLIC ACIDS AND THE INTERMEDIATE PRODUCTS THEREOF
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Page/Page column 34, (2008/06/13)
The invention relates to an enantioselective method for producing optically active 3-alkyl carboxylic acids, comprising the following steps: A) an optically active secondary alcohol is transformed into an optically active, activated compound by introducing a terminal group; B) the activated compound is reacted with a malonic acid derivative so as to obtain an optically active, alkylated malonic acid compound, the reaction taking place exclusively in the presence of one or several solvents selected among the class of ethers or carboxylic acid ethers and one or several aprotically polar solvents or alcohols being optionally added as a cosolvent at a maximum proportion of 30 percent of the total added solvent volume, provided that the added cosolvent is not hexamethyl phosphoric acid triamide; C) the malonic acid compound is saponified if necessary to obtain the corresponding acid; and D) the corresponding acid is finally decarboxylated.
