A Simple and Efficient Oxidation
Procedure for the Synthesis of Acid-Sensitive Epoxides

Olga Bortolini; Giancarlo Fantin; Marco Fogagnolo

doi:10.1055/s-0028-1087999

PAPER

A Simple and Efficient Oxidation Procedure for the Synthesis of Acid-Sensitive Epoxides

Olga Bortolini*^a, Giancarlo Fantin^b, Marco Fogagnolo*^b
^a Department of Chemistry, University of Calabria, Via Bucci 12 C, 87036 Rende (CS), Italy
Fax: +39(984)493307; e-Mail: o.bortolini@unical.it;
^b Department of Chemistry, University of Ferrara, Via Borsari 46, 44100 Ferrara, Italy
e-Mail: fgr@unife.it;

Abstract

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Abstract

A mild and straightforward epoxidation protocol based on sodium perborate as primary oxidant and sodium dehydrocholate as organomediator under homogeneous conditions is described. In particular, geraniol, linalool, 3-carene, and α-pinene are quantitatively converted into the corresponding 6,7-epoxides and trans-epoxides, respectively. The bile acid salt is recovered from the reaction mixture and may be reused with unchanged efficiency and selectivity.

Key words

perborate - sodium dehydrocholate - epoxidation - organomediator - terpene oxidation

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Referenzen

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