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Issue 40, 2014
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Catalytic asymmetric synthesis of the pentacyclic core of (−)-nakadomarin A via oxazolidine as an iminium cation equivalent

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Abstract

A facile and catalytic asymmetric synthesis of the pentacyclic core of (−)-nakadomarin A, containing all the stereogenic centers of the natural product was achieved. The key intermediate involves the oxazolidine moiety as an iminium cation equivalent. An efficient method for the removal of the N-hydroxyethyl group is also described.

Graphical abstract: Catalytic asymmetric synthesis of the pentacyclic core of (−)-nakadomarin A via oxazolidine as an iminium cation equivalent

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The article was received on 06 Aug 2014, accepted on 27 Aug 2014 and first published on 27 Aug 2014


Article type: Communication
DOI: 10.1039/C4OB01678E
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Org. Biomol. Chem., 2014,12, 7919-7922

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    Catalytic asymmetric synthesis of the pentacyclic core of (−)-nakadomarin A via oxazolidine as an iminium cation equivalent

    N. Tsuji, M. Stadler, N. Kazumi, T. Inokuma, Y. Kobayashi and Y. Takemoto, Org. Biomol. Chem., 2014, 12, 7919
    DOI: 10.1039/C4OB01678E

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