Highly Diastereoselective Epoxidation of α,β-Unsaturated Carbonyl Compounds Using Sodium Peroxide

Author(s): Valluru Krishna Reddy, Buchammagari Haritha, Mitsuji Yamashita.

Journal Name: Letters in Organic Chemistry

Volume 2 , Issue 2 , 2005

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A novel epoxidation method is described using sodium peroxide as an oxidant. A wide variety of α,β-unsaturated carbonyl compounds, particularly (E)-chalcones were oxidized to the corresponding epoxides in good to excellent yields. On the other hand, all reactions underwent smoothly in short reaction times, and the high reactivity of sodium peroxide was noticed for the first time toward the epoxidation of α,β-unsaturated carbonyl compounds, and kinetically proved. In all the cases, the epoxidation proceeded diastereospecifically.

Keywords: epoxides, sodium peroxide, carbonyl compounds, reaction kinetics, reaction mechanism

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Article Details

Year: 2005
Page: [128 - 131]
Pages: 4
DOI: 10.2174/1570178053202964
Price: $65

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