✦ LIBER ✦
N1,N10-Ethylene-bridged flavinium salts derived from l-valinol: synthesis and catalytic activity in H2O2 oxidations
✍ Scribed by Jiří Žurek; Radek Cibulka; Hana Dvořáková; Jiří Svoboda
- Book ID
- 104097295
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- French
- Weight
- 873 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Three chiral N 1 ,N 10 -ethylene-bridged flavinium salts with a stereogenic centre derived from L-valinol are prepared and investigated as oxidation catalysts. These salts efficiently catalyse chemoselective H 2 O 2 oxidation of sulfides to sulfoxides and the oxidation of 3-phenylcyclobutanone to the corresponding lactone at room temperature. The flavinium salts react with hydrogen peroxide to form flavin-10a-hydroperoxide, which is the agent responsible for oxidation of the substrate.