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

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

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Received: 19 April 2004; in revised form: 15 January 1995 / Accepted: 1 July 2004 / Published: 31 January 2005
(This article belongs to the Special Issue Hypervalent Iodine)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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.
Keywords: Ring-enlargement; cyclic ether; hypervalent iodine compounds.
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MDPI and ACS Style

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.

AMA Style

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(1):183-189.

Chicago/Turabian Style

Abo, Tomohito; Sawaguchi, Masanori; Senboku, Hisanori; Hara, Shoji. 2005. "Stereoselective Synthesis of 5-7 membered Cyclic Ethers by Deiodonative Ring-Enlargement Using Hypervalent Iodine Reagents." Molecules 10, no. 1: 183-189.

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