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Trimethylsilyldiazomethane – A Mild and Efficient Reagent for the Methylation of Carboxylic Acids and Alcohols in Natural Products

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Summary.

Esterification of various naturally occurring carboxylic acids with trimethylsilyldiazomethane proceeds nearly quantitatively under very mild conditions. Furthermore, highly sterically hindered alcohols can be converted directly to the corresponding methyl ethers. Improved methods for the preparation and quantification of this reagent are described.

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Authors and Affiliations

  1. Institute of Pharmaceutical Chemistry and Pharmaceutical Technology, University of Graz, A-8010, Graz, Austria

    Armin Presser & Antje Hüfner

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  1. Armin Presser
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  2. Antje Hüfner
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Correspondence to Armin Presser.

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Presser, A., Hüfner, A. Trimethylsilyldiazomethane – A Mild and Efficient Reagent for the Methylation of Carboxylic Acids and Alcohols in Natural Products. Monatshefte für Chemie 135, 1015–1022 (2004). https://doi.org/10.1007/s00706-004-0188-4

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  • DOI: https://doi.org/10.1007/s00706-004-0188-4

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