Volume 20, Issue 2
Preparative Organic Chemistry
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ChemInform Abstract: Hydrogen Peroxide Oxidation Catalyzed by Heteropoly Acids Combined with Cetylpyridinium Chloride: Epoxidation of Olefins and Allylic Alcohols, Ketonization of Alcohols and Diols, and Oxidative Cleavage of 1,2-Diols and Olefins.

Y. ISHII

Y. ISHII

Dep. Appl. Chem., Fac. Eng., Kansai Univ., Osaka 564, Japan

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K. YAMAWAKI

K. YAMAWAKI

Dep. Appl. Chem., Fac. Eng., Kansai Univ., Osaka 564, Japan

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T. URA

T. URA

Dep. Appl. Chem., Fac. Eng., Kansai Univ., Osaka 564, Japan

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H. YAMADA

H. YAMADA

Dep. Appl. Chem., Fac. Eng., Kansai Univ., Osaka 564, Japan

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T. YOSHIDA

T. YOSHIDA

Dep. Appl. Chem., Fac. Eng., Kansai Univ., Osaka 564, Japan

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M. OGAWA

M. OGAWA

Dep. Appl. Chem., Fac. Eng., Kansai Univ., Osaka 564, Japan

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First published: January 10, 1989

Abstract

Using a combination of heteropoly acids such as H3PMo12O40 or H3PW12O40 with cetylpyridinium chloride as the catalyst, olefins such as (I) and (IV), and allylic alcohols, e.g. (VI), are oxidized with hydrogen peroxide (II) to give the epoxides (III), (V), and (VII).

ChemInform Abstract

Using a combination of heteropoly acids such as H3PMo12O40 or H3PW12O40 with cetylpyridinium chloride as the catalyst, olefins such as (I) and (IV), and allylic alcohols, e.g. (VI), are oxidized with hydrogen peroxide (II) to give the epoxides (III), (V), and (VII). With the same oxidation system, secondary alcohols such as (VIII) are converted into ketones; the vic-diol (X) and the olefin (XII) are transformed into the acid (XI).

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