Monatshefte für Chemie / Chemical Monthly

, Volume 135, Issue 8, pp 1015–1022

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


DOI: 10.1007/s00706-004-0188-4

Cite this article as:
Presser, A. & Hüfner, A. Monatshefte für Chemie (2004) 135: 1015. doi:10.1007/s00706-004-0188-4


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.

Keywords. Trimethylsilyldiazomethane; Methylation; Carboxylic acids; Alcohols; Natural products. 

Copyright information

© Springer-Verlag/Wien 2004

Authors and Affiliations

  1. 1.Institute of Pharmaceutical Chemistry and Pharmaceutical Technology, University of GrazGrazAustria