Sclareol sclareolide

Scintillation detector, 26 420, 433-434 SCISS P-Scission reactions, 24 280-281 SCK micelles, 20 489, 490 Sclareol, 24 573 Sclareolide, 24 573 Sclerenchyma cells, 22 18 Scleroglucan, 20 578, 4 724t... 

The fragrance (-)-Ambrox (a commercial substitute for ambergris from the blue sperm whale) was made by oxidation of (-)-sclareol (1) with RuClj/aq. Na(IO )/ CC1 -CH3CN/40°C a mixture of (+)-sclareolide (2) with the (-)-acetoxy acid... 

Sclareol 114 (Structure 4.35), a ditertiary glycol, is a constituent of clarysage Salvia sclarea) oil [56, 57]. The diterpene ketone sclareolide 115 and the lactone ambrox 116 are important (bio)synthetic derivatives found in clarysage extract. 

The key intermediate is sclareolide (8.16) which is also important in its own right as a flavouring material in tobacco. Degradation of sclareol... 

Hashimoto, T., M. Fujiwara, K. Yoshikawa, A. Umeyama, M. Tanaka, and Y. Noma, 2007. Biotransformation of sclareolide and sclareol by microorganisms. Proc. 51st TEAC 316-318. 

Sclareolide 31, a minor constituent of some plant extracts, can be prepared by oxidation of sclareol or manoyl oxide derivatives. The microbial oxidation of sclareolide by M. plumbeus ATCC 4740 was less productive than the oxidation of sclareol, but afforded, beside 3 (3-hydroxy and 3-keto derivatives, a small amount of l 3-hydroxy sclareolide [18]. Similar results and, in addition, the formation of 1,3-dihydroxylated derivatives have been obtained by incubation with Curvularia lunata, in higher conversion yields [35]. Cephal-osporium aphidicola, a fiingus producing the hydroxylated diterpenoid aphidicolin, was shown to hydroxylate sclareohde at the 3 position and, in addition, to afford a 33,6p-dihydroxylated derivative in substantial yields [36]. 

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