A simple and efficient protocol for epoxidation of olefins using dimethyldioxirane

Authors
Ferraz, HMC Muzzi, RM Vieira, TD Viertler, H
Citation
Hmc. Ferraz et al., A simple and efficient protocol for epoxidation of olefins using dimethyldioxirane, TETRAHEDR L, 41(26), 2000, pp. 5021-5023
Citations number
12
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
26
Year of publication
2000
Pages
5021 - 5023
Database
ISI
SICI code
0040-4039(20000624)41:26<5021:ASAEPF>2.0.ZU;2-K
Abstract
The reaction of a series of monoterpenic olefins and Delta(4)-octalins with dimethyldioxirane led to the corresponding epoxides in excellent yields. R emarkable diastereoselectivity was observed for the Delta(4)-octalins. The procedure consists simply in stirring the substrate, NaHCO3 and acetone, at 0 degrees C, with dropwise addition of an aqueous solution of oxone. (C) 2 000 Elsevier Science Ltd. All rights reserved.