Syntheses of Methyl Jasmonate and Analogues

Authors

  • Christian Chapuis Corporate R&D Division, Firmenich SA, Synthesis Department, POBox 239, CH-1211 Geneva 8;, Email: christian.chapuis@firmenich.com
  • David Skuy Corporate R&D Division, Firmenich SA, Synthesis Department, POBox 239, CH-1211 Geneva 8
  • Claude-Alain Richard Corporate R&D Division, Firmenich SA, Synthesis Department, POBox 239, CH-1211 Geneva 8

DOI:

https://doi.org/10.2533/chimia.2019.194

PMID:

30890215

Keywords:

Asymmetric, Halogenation, Hydrogenation, Jasmonate, Umpolung

Abstract

This account corresponds to the presentation given by the main author on the occasion of the 2nd Swiss Industrial Symposium in Basel (October 19th , 2018). After a short historical introduction to methyl-jasmonate and methyl-epijasmonate, it essentially focuses on the reported more promising industrial approaches devoted to the synthesis of these naturally occurring odorants isolated from jasmine flowers. Some attempts to simplify these approaches, as well as independent unreported strategies are also presented. Several asymmetric methodologies are also discussed such as Xie hydrogenation, Corey-CBS reduction, enzymatic resolution, and 1,4-addition.

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Published

2019-03-27

How to Cite

[1]
C. Chapuis, D. Skuy, C.-A. Richard, Chimia 2019, 73, 194, DOI: 10.2533/chimia.2019.194.