Next Article in Journal / Special Issue
Easy and Safe Preparations of (Diacetoxyiodo) arenes from Iodoarenes, with Urea-Hydrogen Peroxide Adduct (UHP) as the Oxidant and the Fully Interpreted 1H- and 13C-NMR Spectra of the Products
Previous Article in Journal / Special Issue
Hypervalent Iodine
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

, ,  and *
Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan
* Author to whom correspondence should be addressed.
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)
View Full-Text   |   Download PDF [212 KB, uploaded 18 June 2014]   |   Browse Figure
SciFeed

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. Ring-enlargement; cyclic ether; hypervalent iodine compounds.
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
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.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert