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Synlett 2014; 25(17): 2471-2474
DOI: 10.1055/s-0034-1379001
letter
© Georg Thieme Verlag Stuttgart · New York

Synthetic Studies toward Lindenane-Type Sesquiterpenoid Dimers

Authors

  • Li Yang

    a   Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. of China   Fax: +86(28)85413712   eMail: chembliu@scu.edu.cn

  • Guizhou Yue

    a   Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. of China   Fax: +86(28)85413712   eMail: chembliu@scu.edu.cn

  • Changchun Yuan

    a   Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. of China   Fax: +86(28)85413712   eMail: chembliu@scu.edu.cn

  • Biao Du

    a   Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. of China   Fax: +86(28)85413712   eMail: chembliu@scu.edu.cn

  • Heping Deng

    a   Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. of China   Fax: +86(28)85413712   eMail: chembliu@scu.edu.cn

  • Bo Liu*

    a   Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. of China   Fax: +86(28)85413712   eMail: chembliu@scu.edu.cn
    b   State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, P. R. of China
Weitere Informationen

Publikationsverlauf

Received: 14. Juni 2014

Accepted after revision: 26. Juli 2014

Publikationsdatum:
25. August 2014 (online)

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Abstract

The key transformation for the total synthesis of the lindenane sesquiterpenoid dimers is the intermolecular Diels–Alder reaction between two lindenane-type monomers. Herein we report our efforts made on examination of the biogenetic hypothesis and the inverse-electron-demand Diels–Alder (IEDDA) reaction. The combination of Tf2NH/AlMe3 was developed to catalyze the model IEDDA reaction.

Key words

sesquiterpene - dimer - Diels–Alder cycloaddition - total synthesis - biomimetic

Supporting Information

    for this article is available online at http://www.thieme-connect.com/products/ejournals/journal/ 10.1055/s-00000083.
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