A simple and efficient protocol for epoxidation of olefins using dimethyldioxirane

✍ Scribed by Helena M.C Ferraz; Rozanna M Muzzi; Tiago de O. Vieira; Hans Viertler

• Book ID: 104210470
• Publisher: Elsevier Science
• Year: 2000
• Tongue: French
• Weight: 131 KB
• Volume: 41
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)00769-3

✦ Synopsis

The reaction of a series of monoterpenic ole®ns and Á 4 -octalins with dimethyldioxirane led to the corresponding epoxides in excellent yields. Remarkable diastereoselectivity was observed for the Á 4octalins. The procedure consists simply in stirring the substrate, NaHCO 3 and acetone, at 0 C, with dropwise addition of an aqueous solution of oxone.