The first, general, highly efficient method for preparing tetrasubstituted epoxides using HOF·CH3CN

Shlomo Rozen; Elizabeth Golan

doi:10.1002/ejoc.200300082

The first, general, highly efficient method for preparing tetrasubstituted epoxides using HOF·CH₃CN

Shlomo Rozen^*, Elizabeth Golan

^*Corresponding author for this work

School of Chemistry

Tel Aviv University

Research output: Contribution to journal › Article › peer-review

26 Scopus citations

Abstract

Tetrasubstituted epoxides, and especially electron-depleted ones, generally are difficult to prepare. HOF·CH₃CN complex, probably the best oxygen transfer agent known today, epoxidizes tetrasubstituted alkenes at 0 °C in a matter of minutes or less in excellent yields. HOF·CH₃CN complex is very easy to prepare by bubbling diluted fluorine (commercial) through aqueous acetonitrile.

Original language	English
Pages (from-to)	1915-1917
Number of pages	3
Journal	European Journal of Organic Chemistry
Issue number	10
DOIs	https://doi.org/10.1002/ejoc.200300082
State	Published - May 2003

Keywords

Epoxidations
Fluorine
HOF·CHCN
Olefins
Synthetic methods

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abstract = "Tetrasubstituted epoxides, and especially electron-depleted ones, generally are difficult to prepare. HOF·CH3CN complex, probably the best oxygen transfer agent known today, epoxidizes tetrasubstituted alkenes at 0 °C in a matter of minutes or less in excellent yields. HOF·CH3CN complex is very easy to prepare by bubbling diluted fluorine (commercial) through aqueous acetonitrile.",

keywords = "Epoxidations, Fluorine, HOF·CHCN, Olefins, Synthetic methods",

author = "Shlomo Rozen and Elizabeth Golan",

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N2 - Tetrasubstituted epoxides, and especially electron-depleted ones, generally are difficult to prepare. HOF·CH3CN complex, probably the best oxygen transfer agent known today, epoxidizes tetrasubstituted alkenes at 0 °C in a matter of minutes or less in excellent yields. HOF·CH3CN complex is very easy to prepare by bubbling diluted fluorine (commercial) through aqueous acetonitrile.

AB - Tetrasubstituted epoxides, and especially electron-depleted ones, generally are difficult to prepare. HOF·CH3CN complex, probably the best oxygen transfer agent known today, epoxidizes tetrasubstituted alkenes at 0 °C in a matter of minutes or less in excellent yields. HOF·CH3CN complex is very easy to prepare by bubbling diluted fluorine (commercial) through aqueous acetonitrile.

KW - Epoxidations

KW - Fluorine

KW - HOF·CHCN

KW - Olefins

KW - Synthetic methods

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JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

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ER -

The first, general, highly efficient method for preparing tetrasubstituted epoxides using HOF·CH₃CN

Abstract

Keywords

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