SYNTHESIS OF DRIM-8(9)-EN-7-ONE, DRIMA-5,8(9)-DIEN-7-ONE, AND THEIR 11,12-DIBROMO DERIVATIVES FROM NORAMBREINOLIDE

Authors
KOLTSA MN MIRONOV GN MALINOVSKII ST VLAD PF
Citation
Mn. Koltsa et al., SYNTHESIS OF DRIM-8(9)-EN-7-ONE, DRIMA-5,8(9)-DIEN-7-ONE, AND THEIR 11,12-DIBROMO DERIVATIVES FROM NORAMBREINOLIDE, Russian chemical bulletin, 45(1), 1996, pp. 208-214
Citations number
14
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
45
Issue
1
Year of publication
1996
Pages
208 - 214
Database
ISI
SICI code
1066-5285(1996)45:1<208:SODDAT>2.0.ZU;2-W
Abstract
A method was elaborated for the synthesis of polyfunctional compounds of the drimane series, viz., drim-8(9)-en-7-one, drima-5,8(9)-dien-7-o ne, and their 11,12-dibromo derivatives, potential intermediates for t he synthesis of natural biologically active drimane sesquiterpenoids s tarting from norambreinolide. The key intermediate of the above driman e compounds is methyl 7-oxo-11-homodrim-8(9)-en-12-oate, prepared by e lectrochemical oxidation of a mixture of isomeric methyl bicyclohomofa mesenoates obtained from norambreinolide.