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Molecules 2005, 10(1), 183-189; doi:10.3390/10010183

Stereoselective Synthesis of 5-7 membered Cyclic Ethers by Deiodonative Ring-Enlargement Using Hypervalent Iodine Reagents

Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan
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Received: 19 April 2004 / Revised: 15 January 1995 / Accepted: 1 July 2004 / Published: 31 January 2005
(This article belongs to the Special Issue Hypervalent Iodine)
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Abstract

Stereoselective synthesis of 5-7 membered cyclic ethers was achieved by deiodonative ring-enlargement of cyclic ethers having an iodoalkyl substituent. The reaction took place readily under mild conditions using hypervalent iodine compounds and an acetoxy or a trifluoroacetoxy group was introduced into the rings depending on the hypervalent iodine reagent employed. The use of hexafluoroisopropanol (HFIP) as solvent is critical. View Full-Text
Keywords: Ring-enlargement; cyclic ether; hypervalent iodine compounds. Ring-enlargement; cyclic ether; hypervalent iodine compounds.
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Abo, T.; Sawaguchi, M.; Senboku, H.; Hara, S. Stereoselective Synthesis of 5-7 membered Cyclic Ethers by Deiodonative Ring-Enlargement Using Hypervalent Iodine Reagents. Molecules 2005, 10, 183-189.

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