Practical Corey-Chaykovsky Epoxidation: Scope and Limitation

Author(s): Hao Yu, Xiaobing Deng, Shengli Cao, Jiaxi Xu.

Journal Name: Letters in Organic Chemistry

Volume 8 , Issue 7 , 2011

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Abstract:

Corey-Chaykovsky epoxidation is one of the versatile methods for synthesis of structurally diverse oxiranes. The extension of simplified Corey-Chaykovsky epoxidation has been investigated. Ketones and aromatic aldehydes were epoxidized in satisfactory to excellent yields with trimethylsulfonium iodide as an ylide precursor and crushed potassium hydroxide as a base in tertiary butanol. The scope and limitation of the simplified procedure were examined. The results revealed that the procedure is applicable to the epoxidation of ketones and aromatic aldehydes.

Keywords: Aldehyde, Corey-Chaykovsky epoxidation, epoxidation, ketone, oxirane, butanol, trimethylsulfonium, alcohols, vicinal diols, dimethylsulfoniumm

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Article Details

VOLUME: 8
ISSUE: 7
Year: 2011
Page: [509 - 514]
Pages: 6
DOI: 10.2174/157017811796504954
Price: $58

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