Issue 10, 2010
From the journal:

Organic & Biomolecular Chemistry

An effective procedure for the synthesis of acid-sensitive epoxides: Use of 1-methylimidazole as the additive on methyltrioxorhenium-catalyzed epoxidation of alkenes with hydrogen peroxide†

Shigekazu Yamazaki*a  

* Corresponding authors

a Toyama Industrial Technology Center, 150 Futagami, Takaoka, Toyama, Japan
E-mail: s-yamazk@itc.pref.toyama.jp
Fax: +81-766-21-2402
Tel: +81-766-21-2121

Abstract

An effective method for suppression of ring opening and rearrangement of acid-sensitive epoxides during methyltrioxorhenium(MTO)-catalyzed epoxidation of alkenes with H2O2 by using 1-methylimidazole as a co-additive has been found. The combined use of 3-methylpyrazole and 1-methylimidazole as the additives has been found to be an effective procedure that affords excellent yields of acid-sensitive epoxides for MTO-catalyzed epoxidation.

Graphical abstract: An effective procedure for the synthesis of acid-sensitive epoxides: Use of 1-methylimidazole as the additive on methyltrioxorhenium-catalyzed epoxidation of alkenes with hydrogen peroxide

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Article information

DOI
https://doi.org/10.1039/B926575A
Article type
Paper
Submitted
22 Dec 2009
Accepted
19 Feb 2010
First published
17 Mar 2010

Org. Biomol. Chem., 2010,8, 2377-2385

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An effective procedure for the synthesis of acid-sensitive epoxides: Use of 1-methylimidazole as the additive on methyltrioxorhenium-catalyzed epoxidation of alkenes with hydrogen peroxide

S. Yamazaki, Org. Biomol. Chem., 2010, 8, 2377 DOI: 10.1039/B926575A

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