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Issue 21, 2018, Issue in Progress
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Formal total synthesis of histrionicotoxin alkaloids via Hg(OTf)2-catalyzed cycloisomerization and SmI2-induced ring expansion

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Abstract

The efficient formal total synthesis of histrionicotoxin alkaloids was achieved. In this process, two key reactions were used to construct a core 1-azaspiro[5.5]undecane framework common to histrionicotoxins: a mercuric triflate (Hg(OTf)2)-catalyzed cycloisomerization of a linear substrate, which was developed in our laboratory, and a samarium iodide (SmI2)-mediated ring expansion.

Graphical abstract: Formal total synthesis of histrionicotoxin alkaloids via Hg(OTf)2-catalyzed cycloisomerization and SmI2-induced ring expansion

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Publication details

The article was received on 07 Mar 2018, accepted on 12 Mar 2018 and first published on 21 Mar 2018


Article type: Paper
DOI: 10.1039/C8RA02011F
Citation: RSC Adv., 2018,8, 11296-11303
  • Open access: Creative Commons BY-NC license
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    Formal total synthesis of histrionicotoxin alkaloids via Hg(OTf)2-catalyzed cycloisomerization and SmI2-induced ring expansion

    K. Matsumura, K. Nishikawa, H. Yoshida, M. Doe and Y. Morimoto, RSC Adv., 2018, 8, 11296
    DOI: 10.1039/C8RA02011F

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