99147-42-9Relevant academic research and scientific papers
FIRST PREPARATION OF (+)-SPATHULENOL. REGIO- AND STEREOSELECTIVE OXIDATION OF (+)-AROMADENDRENE WITH OZONE.
Lier, F. P. van,Hesp, T. G. M.,Linde, L. M. van der,Weerdt, A. J. A. van der
, p. 2109 - 2110 (1985)
(+)-Spathulenol was prepared for the first time in three reaction steps from (+)-aromadendrene by two subsequent ozonizations the second of which was regio- and stereoselective, followed by a wittig reaction.The overall recycle yield was 13percent.
The synthesis of mono- and dihydroxy aromadendrane sesquiterpenes, starting from natural (+)-aromadendrene-III
Gijsen, Harrie J. M.,Wijnberg, Joannes B. P. A.,Stork, Gerrit A.,De Groot, Aede,De Waard, Maarten A.,Van Nistelrooy, Johannes G. M.
, p. 2465 - 2476 (2007/10/02)
The monoalcohols (-)-globulol (2), (-)-epiglobulol (3), (-)-ledol (4), and (+)-viridiflorol (5) were synthesized from (+)-aromadendrene (1). The cis-fused alloaromandedrone (14), the key intermediate used in the synthesis of 4 and 5, was obtained from the trans-fused apoaromadendrone (13) via a selective protonation of the thermodynamic enol trimethylsilylether 15. After hydroxylation of the tertiary C11 of 13 with RuO4, (+)-spathulenol (6), (-)-allospathulenol (7), and the aromadendrane diols 8-11 could be prepared. Compounds 2-11 were tested for antifungal properties, but their activity was only moderate.
