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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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Article information


Submitted
06 Aug 2014
Accepted
27 Aug 2014
First published
27 Aug 2014

Org. Biomol. Chem., 2014,12, 7919-7922
Article type
Communication
Author version available

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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