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Synlett 2015; 26(02): 238-242
DOI: 10.1055/s-0034-1379602
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Isoxazolidine-Fused Eight-Membered Heterocycles via an Intramolecular Nitrone–Alkene Cycloaddition

Tong Zhu
The Center for Combinatorial Chemistry and Drug Discovery of Jilin University, The College of Chemistry and The School of Pharmaceutical Sciences, Jilin University, 1266 Fujin Road, Changchun, Jilin 130021, P. R. of China   Fax: +86(431)85188900   eMail: xbai@jlu.edu.cn
,
Jinbao Xiang
The Center for Combinatorial Chemistry and Drug Discovery of Jilin University, The College of Chemistry and The School of Pharmaceutical Sciences, Jilin University, 1266 Fujin Road, Changchun, Jilin 130021, P. R. of China   Fax: +86(431)85188900   eMail: xbai@jlu.edu.cn
,
Zhenyu Liu
The Center for Combinatorial Chemistry and Drug Discovery of Jilin University, The College of Chemistry and The School of Pharmaceutical Sciences, Jilin University, 1266 Fujin Road, Changchun, Jilin 130021, P. R. of China   Fax: +86(431)85188900   eMail: xbai@jlu.edu.cn
,
Qun Dang
The Center for Combinatorial Chemistry and Drug Discovery of Jilin University, The College of Chemistry and The School of Pharmaceutical Sciences, Jilin University, 1266 Fujin Road, Changchun, Jilin 130021, P. R. of China   Fax: +86(431)85188900   eMail: xbai@jlu.edu.cn
,
Xu Bai*
The Center for Combinatorial Chemistry and Drug Discovery of Jilin University, The College of Chemistry and The School of Pharmaceutical Sciences, Jilin University, 1266 Fujin Road, Changchun, Jilin 130021, P. R. of China   Fax: +86(431)85188900   eMail: xbai@jlu.edu.cn
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Publikationsverlauf

Received: 17. September 2014

Accepted after revision: 27. Oktober 2014

Publikationsdatum:
17. Dezember 2014 (online)

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Abstract

An intramolecular nitrone–alkene cycloaddition yielded novel tricyclic eight-membered ring with a cis-fused isoxazolidine in good to excellent yields under mild reaction conditions.

Key words

1,3-dipolar cycloaddition - diastereoselectivity - fused-ring systems - eight-membered ring - isoxazolidine

Supporting Information

    Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1379602.
  • Supporting Information
 

  • References and Notes

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