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   A simple electrochemically mediated method for the conversion of alkyl carboxylic acids to their borylated congeners is presented. This protocol features an undivided cell setup with inexpensive carbon-based electrodes and exhibits a broad substrate scope and scalability in both flow and batch reactors. The use of this method in challenging contexts is exemplified with a modular formal synthesis of jawsamycin, a natural product harboring five cyclopropane rings. 

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5. Direct Oxidation of Primary Alcohols to Carboxylic Acids

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   Cherepakhin, Valeriy; Williams, Travis J. (February 2021, Synthesis)

   null (Ed.)

   Abstract Oxidation of primary alcohols to carboxylic acids is a fundamental transformation in organic chemistry, yet despite its simplicity, extensive use, and relationship to pH, it remains a subject of active research for synthetic organic chemists. Since 2013, a great number of new methods have emerged that utilize transition-metal compounds as catalysts for acceptorless dehydrogenation of alcohols to carboxylates. The interest in this reaction is explained by its atom economy, which is in accord with the principles of sustainability and green chemistry. Therefore, the methods for the direct synthesis of carboxylic acids from alcohols is ripe for a modern survey, which we provide in this review. 1 Introduction 2 Thermodynamics of Primary Alcohol Oxidation 3 Oxometalate Oxidation 4 Transfer Dehydrogenation 5 Acceptorless Dehydrogenation 6 Electrochemical Methods 7 Outlook 

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