4.5 Article

A Route for the Total Synthesis of Enantiomerically Enriched Jasmonates 12-COOH-JA and 12-COOH-JA-Ile

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2015, 期 5, 页码 1130-1136

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201403347

关键词

Synthetic methods; Natural products; Hormones; Diastereoselectivity

资金

  1. Centre National de la Recherche Scientifique (CNRS)
  2. Universite de Strasbourg
  3. MRT
  4. Agence Nationale de la Recherche (ANR) [ANR-12-BSV8-005]

向作者/读者索取更多资源

Enantiomerically enriched oxidized conjugated or non-conjugated jasmonate derivatives were obtained through 3-alkynoates. Stereoselective reduction of the triple bond afforded exclusively the Z isomer. Protection of the amide function led to the non-conjugated derivatives, whereas the free amides provided the oxidized isoleucine derivatives of jasmonate.

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