Epoxidation of Chiral Camphor N-Enoylpyrazolidinones with Methyl(trifluoromethyl)dioxirane and Urea Hydrogen Peroxide/Acid Anhydride: Reversal of Stereoselectivity

Chai Ling Fan; Wei Der Lee; Nai Wei Teng; Ying Chieh Sun; Kwunmin Chen

doi:10.1021/jo034807w

Epoxidation of Chiral Camphor N-Enoylpyrazolidinones with Methyl(trifluoromethyl)dioxirane and Urea Hydrogen Peroxide/Acid Anhydride: Reversal of Stereoselectivity

Chai Ling Fan, Wei Der Lee, Nai Wei Teng, Ying Chieh Sun, Kwunmin Chen

Department of Chemistry

Research output: Contribution to journal › Article

33 Citations (Scopus)

Abstract

Both diastereomeric isomers of epoxides with high optical purity are obtained when camphor N-methacryl-oylpyrazolidinone (1a) and N-tigloylpyrazolidinone (1b) are treated with a urea hydrogen peroxide/TFAA and methyl-(trifluoromethyl)dioxirane, respectively.

Original language	English
Pages (from-to)	9816-9818
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	68
Issue number	25
DOIs	https://doi.org/10.1021/jo034807w
Publication status	Published - 2003 Dec 12

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ASJC Scopus subject areas

Organic Chemistry

Cite this

Fan, C. L., Lee, W. D., Teng, N. W., Sun, Y. C., & Chen, K. (2003). Epoxidation of Chiral Camphor N-Enoylpyrazolidinones with Methyl(trifluoromethyl)dioxirane and Urea Hydrogen Peroxide/Acid Anhydride: Reversal of Stereoselectivity. Journal of Organic Chemistry, 68(25), 9816-9818. https://doi.org/10.1021/jo034807w

Epoxidation of Chiral Camphor N-Enoylpyrazolidinones with Methyl(trifluoromethyl)dioxirane and Urea Hydrogen Peroxide/Acid Anhydride : Reversal of Stereoselectivity. / Fan, Chai Ling; Lee, Wei Der; Teng, Nai Wei; Sun, Ying Chieh ; Chen, Kwunmin.

In: Journal of Organic Chemistry, Vol. 68, No. 25, 12.12.2003, p. 9816-9818.

Research output: Contribution to journal › Article

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10.1021/jo034807w