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Synlett 2014; 25(19): 2787-2790
DOI: 10.1055/s-0034-1379215
DOI: 10.1055/s-0034-1379215
letter
Synthesis of γ-Sanshool and Hydroxy-γ-sanshool
Weitere Informationen
Publikationsverlauf
Received: 31. Juli 2014
Accepted after revision: 05. September 2014
Publikationsdatum:
16. Oktober 2014 (online)
Abstract
Members of the family of polyunsaturated amide compounds known as the sanshools are found in various Zanthoxylum species such as Sichuan (or Szechuan) peppercorns (huajiao). γ-Sanshool and hydroxy-γ-sanshool have been synthesized from simple building blocks using an alkyne to (E,E)-1,3-diene isomerization reaction to stereoselectively install the (E,E)-2,4-diene group of the key synthetic intermediate (2E,4E,8Z,10E,12E)-tetradecapentaenoic acid, which in turn was converted into both γ-sanshool and hydroxy-γ-sanshool by reaction with the appropriate amines.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/products/ejournals/journal/ 10.1055/s-00000083.
- Supporting Information
-
References and Notes
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