Issue 3, 2011
From the journal:

Chemical Communications

Intramolecular iodoetherification of ene or diene ketals: facile synthesis of spiroketals†

Hiromichi Fujioka,*a   Kenji Nakahara,a   Hideki Hirose,a   Kie Hirano,a   Tomohiro Okia  and  Yasuyuki Kita‡a  

* Corresponding authors

a Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka, Japan
E-mail: fujioka@phs.osaka-u.ac.jp
Fax: +81 668798229
Tel: +81 668798225

Abstract

A novel and rapid approach to chiral mono- or di-substituted spiroketals based on remote asymmetric induction by intramolecular iodoetherification of ene or diene ketals has been developed. This strategy concisely offers 5,5- and 5,6-spiroketals including the natural insect pheromone of the wasp.

Graphical abstract: Intramolecular iodoetherification of ene or diene ketals: facile synthesis of spiroketals

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Article information

DOI
https://doi.org/10.1039/C0CC03933K
Article type
Communication
Submitted
17 Sep 2010
Accepted
27 Oct 2010
First published
15 Nov 2010

Chem. Commun., 2011,47, 1060-1062

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Intramolecular iodoetherification of ene or diene ketals: facile synthesis of spiroketals

H. Fujioka, K. Nakahara, H. Hirose, K. Hirano, T. Oki and Y. Kita, Chem. Commun., 2011, 47, 1060 DOI: 10.1039/C0CC03933K

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