Title of article
New strategy toward the diverted synthesis of oxidized abietane diterpenes via oxidation of 6,7-dehydroferruginol methyl ether with dimethyldioxirane
Author/Authors
Cَrdova-Guerrero، نويسنده , , I. and Andrés، نويسنده , , Lucيa San and Leal-Orozco، نويسنده , , Alma E. and Padrَn، نويسنده , , José M. and Cornejo-Bravo، نويسنده , , J.M. and Leَn، نويسنده , , Francisco، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2013
Pages
4
From page
4479
To page
4482
Abstract
A series of oxidized abietane diterpenes have been synthesized from 8,11,13-abietanotriene. The reaction of 6,7-dehydroferruginol methyl ether with dimethyldioxirane (DMDO) was carried out under various conditions. In all cases, the oxidation of positions C-6 and C-7 were observed with high selectivity when DMDO was used. When some reaction conditions, such as temperature and time were increased, 6α-hydroxysugiol was obtained. Also an interesting formation of the cis aminol derivatives was synthesized from cis epoxide 12.
Keywords
Alkene oxidation , Dimethyldioxirane , Ferruginol , Sugiol
Journal title
Tetrahedron Letters
Serial Year
2013
Journal title
Tetrahedron Letters
Record number
1885242
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