Sökning: onr:"swepub:oai:DiVA.org:miun-4067" >
Syntheses of a pren...
Syntheses of a prenylbisabolane diterpene, a natural insecticide from Croton linearis, and of the bisabolane sesquiterpenes (-)-delobanone and (-)-epi-delobanone
-
Smitt, Olof (författare)
-
- Högberg, Hans-Erik (författare)
- Mittuniversitetet,Institutionen för naturvetenskap (-2008)
-
(creator_code:org_t)
- 2002
- 2002
- Engelska.
-
Ingår i: Tetrahedron. - 0040-4020. ; 58:38, s. 7691-7700
- Relaterad länk:
-
https://urn.kb.se/re...
-
visa fler...
-
https://doi.org/10.1...
-
visa färre...
Abstract
Ämnesord
Stäng
- An enantioselective first total synthesis of a constituent of Croton linearis, the (-)-7-hydroxy-3,10-prenylbisaboladien-2-one 1, is described as well as the syntheses of the 7-hydroxy-3,10-bisaboladien-2-ones (-)-epi-delobanone (14a) and (-)-delobanone (14b). The model compounds, 7-hydroxy-11-nor-methyl-3-bisabolen-2-one (8a), and 11,15-nor-dimethyl-7-hydroxy-3-bisabolen-2-one (8b), were successfully prepared by opening of the protected carvone epoxide derivative 6 with the appropriate organocuprates. An alternative approach was used for compounds 1 and 14. Thus, these were obtained from homogeranyllithium or homoprenyl Grignard reagent, which reacted successfully with a masked nor-carvone, ketone 11, prepared in four steps from (R)-carvone.
Ämnesord
- NATURVETENSKAP -- Kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences (hsv//eng)
Nyckelord
- Carvone enantioselctive synthesis Bisabolane
- Chemistry
- Kemi
Publikations- och innehållstyp
- ref (ämneskategori)
- art (ämneskategori)
Hitta via bibliotek
Till lärosätets databas