• Yuichi Kobayashi


Synthesis of Fatty Acid Intermediates via Hudrlik–Peterson Reaction

The Hudrlik–Peterson Reaction of Secondary cis-TMS-Epoxy Alcohols and its Application to the Synthesis of the Fatty Acid Intermediates: S. Saito, Y. Nanba, M. Morita, Y. Kobayashi
Synlett 2019, DOI: 10.1055/s-0037-1611809

Polyunsaturated fatty acids are very important bioactive molecules, involved in a number of biochemical and physiological processes relevant to unmet medical needs, such as cardiovascular pathologies, cancer and neurodegenerative disorders. Despite their apparent structural simplicity – especially compared to other classes of extensively functionalized biologically relevant compounds – their synthesis is often challenging and requires complex and lengthy multi-step approaches, almost invariably plagued by low overall yields. Recently, the group of Professor Yuichi Kobayashi from the Tokyo Institute of Technology (Japan) came up with a novel strategy for the preparation of fatty acid intermediates, relying on the stereocontrolled Hudrlik–Peterson olefination reaction.  


  • Synthesis of fatty acid intermediates


Professor Kobayashi said: “This transformation is a new and practical method to give cis-enynyl alcohols based on the reaction that is specific to TMS-bearing epoxides. The products would be useful for the synthesis of biologically active compounds, especially metabolites derived from polyunsaturated fatty acids such as EPA and DHA.” 

Get Trial Access to the chemistry journals
Download SYNFORM or read it online