The First, General, Highly Efficient Method for Preparing Tetrasubstituted Epoxides Using HOF·CH3CN

✍ Scribed by Shlomo Rozen; Elizabeth Golan

• Publisher: John Wiley and Sons
• Year: 2003
• Tongue: English
• Weight: 95 KB
• Volume: 2003
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200300082

✦ Synopsis

Abstract

Tetrasubstituted epoxides, and especially electron‐depleted ones, generally are difficult to prepare. HOF·CH~3~CN 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·CH~3~CN complex is very easy to prepare by bubbling diluted fluorine (commercial) through aqueous acetonitrile. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)