Issue 23, 2008
From the journal:

Organic & Biomolecular Chemistry

Highly diastereo- and enantioselective construction of both central and axial chiralities by Rh-catalyzed [2 + 2 + 2] cycloaddition†

Takanori Shibata,*a   Mayumi Otomo,a   Yu-ki Taharaa  and  Kohei Endoa  

* Corresponding authors

a Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, 3-4-1, Okubo, Shinjuku, Tokyo, Japan
E-mail: tshibata@waseda.jp
Fax: +81 352868098

Abstract

The cationic Rh–SEGPHOS complex catalyzed an intermolecular [2 + 2 + 2] cycloaddition of enynes, possessing an ortho-substituted aryl group on their alkyne terminus, with acetylenedicarboxylates. Bicyclic cyclohexa-1,3-dienes with both central and axial chiralities were obtained in extremely highly diastereo- and enantioselective manner.

Graphical abstract: Highly diastereo- and enantioselective construction of both central and axial chiralities by Rh-catalyzed [2 + 2 + 2] cycloaddition

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Article information

DOI
https://doi.org/10.1039/B814014F
Article type
Communication
Submitted
12 Aug 2008
Accepted
30 Sep 2008
First published
15 Oct 2008

Org. Biomol. Chem., 2008,6, 4296-4298

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Highly diastereo- and enantioselective construction of both central and axial chiralities by Rh-catalyzed [2 + 2 + 2] cycloaddition

T. Shibata, M. Otomo, Y. Tahara and K. Endo, Org. Biomol. Chem., 2008, 6, 4296 DOI: 10.1039/B814014F

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