학술논문

Reactivity of Chiral Sesquiterpene Synthons Obtained by the Degradation of Maslinic Acid from Olive‐Pressing Residues
Document Type
Article
Source
Synthetic Communications. 2006, Vol. 36 Issue 20, p3001-3018. 17p. 5 Diagrams, 1 Chart.
Subject
*SESQUITERPENES
*OLIVE oil
*ACETYLATION
*HYDROXYL group
*ISOMERIZATION
*SILICA gel
*VINYL acetate
Language
ISSN
0039-7911
Abstract
Maslinic acid, a naturally occurring compound isolated from the solid wastes of olive‐oil pressing, was fragmented through the C‐ring via oxidative procedures to obtain two structural fragments. The chemical behaviors of cis‐decalin, from the D and E rings, and of trans‐decalin fragments, from the A and B rings, were investigated in depth using several chemical and enzymatic reactions. These decalin chiral synthons are interesting intermediates to semisynthesize phenanthrene‐ and drimane‐type compounds and natural tricyclic triterpenes. [ABSTRACT FROM AUTHOR]