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Selenium dioxide oxidation of olefins

โœ Scribed by John P. Schaefer; Bert Horvath

Publisher
Elsevier Science
Year
1964
Tongue
French
Weight
245 KB
Volume
5
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Selenium dioxide occupies a unique position a5 au olefln oxidant since the oxidstion product is an e.Uylic alcohol or a derivative of that

alcohol such as en ether or an ester; ketone fomation is also occasionally observed. We now report the results of a sidy on the oxidation of 1,3_dlphenylpmpene (I) which provide an insight to the mechaolsm of this reaction.

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The common oxidant selenium dioxide usually oxidizes a monoketone to an o(-diketone; in special cases an oC,/3 -unsaturated ketone or an allylic oxidation product is formed instead. 1 Selenium-containing by-products are often formed during the oxidation, but are seldom characterized. 2 We have repo

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Selenium dioxide is used as a common oxidant to introduce oxygen functionality at an enolic or allylic position. Complex mixtures of selenium-containing by-products are often formed, but