STRUCTURAL AMENDMENT AND STEREOSELECTIVE SYNTHESIS OF MUTISIANTHOL

Authors
Citation
Tl. Ho et al., STRUCTURAL AMENDMENT AND STEREOSELECTIVE SYNTHESIS OF MUTISIANTHOL, Journal of organic chemistry, 62(10), 1997, pp. 3365-3369
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
62
Issue
10
Year of publication
1997
Pages
3365 - 3369
Database
ISI
SICI code
0022-3263(1997)62:10<3365:SAASSO>2.0.ZU;2-R
Abstract
Acetoxy-3,6-dimethyl-1-indanyl)-2-methyl-1-propene synthesized from 3, 6-dimethyl-1-indanone was found to be different from mutisianthol by s pectral comparison. The presence of a high-field signal in the NMR spe ctrum of the final product and various intermediates, characteristic o f the cis-1,3-dialkylindanes but absent in the spectrum of the natural terpene, suggests a revision of the structure of mutisianthol to the trans isomer. The trans-indane which was subsequently obtained indeed exhibits data fully agreeable with mutisianthol. A similar stereochemi cal revision for jungianol is also indicated.