Issue 4, 2006
From the journal:

Chemical Communications

Enantioselective total synthesis of (−)-flustramines A, B and (−)-flustramides A, B via domino olefination/isomerization/Claisen rearrangement sequence†

Tomomi Kawasaki,*a   Masashi Shinada,a   Daigo Kamimura,a   Mayu Ohzonoa  and  Atsuyo Ogawaa  

* Corresponding authors

a Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo, 204-8588, Japan
E-mail: kawasaki@my-pharm.ac.jp
Fax: +81-424-95-8763
Tel: +81-424-95-8763

Abstract

The concise total synthesis of marine alkaloids, (−)-flustramines A and B, and (−)-flustramides A and B has been achieved through the domino olefination/isomerization/Claisen rearrangement (OIC) for highly enantioselective construction of the asymmetric quaternary carbon center and the chemoselective reduction–cyclization (RC) for pyrrolidine formation as key steps.

Graphical abstract: Enantioselective total synthesis of (−)-flustramines A, B and (−)-flustramides A, B via domino olefination/isomerization/Claisen rearrangement sequence

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Article information

DOI
https://doi.org/10.1039/B512485A
Article type
Communication
Submitted
06 Sep 2005
Accepted
14 Nov 2005
First published
06 Dec 2005

Chem. Commun., 2006, 420-422

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Enantioselective total synthesis of (−)-flustramines A, B and (−)-flustramides A, B via domino olefination/isomerization/Claisen rearrangement sequence

T. Kawasaki, M. Shinada, D. Kamimura, M. Ohzono and A. Ogawa, Chem. Commun., 2006, 420 DOI: 10.1039/B512485A

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