Issue 7, 2008
From the journal:

Organic & Biomolecular Chemistry

An iodoetherification–dehydroiodination strategy for the synthesis of complex spiroketals from dihydroxyalkene precursors†

K. A. Tony,a   Xiaohua Li,a   Darrin Dabideen,a   Jialiang Lia  and  David R. Mootoo*a  

* Corresponding authors

a Department of Chemistry, Hunter College/CUNY, New York, NY, USA
E-mail: dmootoo@hunter.cuny.edu
Fax: +1 212-772-5332
Tel: +1 212-772-4356

Abstract

Dihydroxyalkenes or their monoprotected alcohol derivatives are transformed to 5,5- and 5,6-spiroketals through a sequence involving an initial iodocyclization, followed by a silver triflate mediated spiroketalization step on the derived hydroxy-iodoether.

Graphical abstract: An iodoetherification–dehydroiodination strategy for the synthesis of complex spiroketals from dihydroxyalkene precursors

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Article information

DOI
https://doi.org/10.1039/B719247A
Article type
Communication
Submitted
13 Dec 2007
Accepted
13 Feb 2008
First published
22 Feb 2008

Org. Biomol. Chem., 2008,6, 1165-1169

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An iodoetherification–dehydroiodination strategy for the synthesis of complex spiroketals from dihydroxyalkene precursors

K. A. Tony, X. Li, D. Dabideen, J. Li and D. R. Mootoo, Org. Biomol. Chem., 2008, 6, 1165 DOI: 10.1039/B719247A

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