On terpenes. LXXXVIII. The structure of germacrone, the crystalline constituent of Bulgarian zdravets oil

Myrrh - Commiphora chemistry

“…The simple sesquiterpenes identified in C. holtziana were comparable to those recorded for opopanax oil 30 . 31,32 , b 33 , c 9 B = (1E)-3-methoxy-8,12-epoxygermacra-1,7,10,11-tetraen-6one C = (1(10)E,2R*,4R*)-2-methoxy-8,12-epoxygermacra-1(10),7,11-trien-6-one D = rel-2R-methyl-5S-acetoxy-4R-furanogermacr-1(10)Zen-6-one Myrrh -Commiphora chemistry Gum resins of Commiphora myrrha (Nees) Engler are important commercial products (fragrant oil) in Kenya, Ethiopia and Somalia. Hexane-soluble viscosous oil is responsible for the characteristic odor of the gum.…”

Sesquiterpenes wth ten-membered carbon rings. Review

“…Under this name it was studied by Treibs (1952), who proposed the structure of a cyclic ether possessing the guaiane skeleton. When we began to investigate this compound, we noted that the infrared spectra are quite incompat- ible with this structure; the spectra suggested an unsaturated monocyclic ketone and not an ether (Ognjanov et al, 1957(Ognjanov et al, , 1958. The first thing we did after this observation was to change its name to germacrone.…”

HPLC isolation of the sesquiterpene hydrocarbon germacrene B from lime peel oil and its characterization as an important flavor impact constituent

“…Germacrene B (1). Germacrone (2) was reduced as described (Ognjanov et al, 1958) with LAH to yield germacrol (3). Germacrol was in turn reduced to germacrene B (1) by a procedure (Corey and Achiwa, 1969) proven useful for allylic terpene alcohols.…”