Chemistry of xanthorrhizol: synthesis of several bisabolane sesquiterpenoids from xanthorrhizol
(-)-Xanthorrhizol (1) isolated from the rhizomes of Curcuma xanthorrhiza has been transformed to several bisabolane-type sesquiterpenoids, in a stereoselective manner. 10R- and 10S-10,11-dihydro-10,11-dihydroxyxanthorrhizols (2, 3), (-)-curcuquinone (4), (-)-curcuhydroquinone (5), helibisabonol A (7...
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| Format: | Article |
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Elsevier Science B.V., Amsterdam
2007
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| Online Access: | http://eprints.utm.my/2921/ |
| Summary: | (-)-Xanthorrhizol (1) isolated from the rhizomes of Curcuma xanthorrhiza has been transformed to several bisabolane-type sesquiterpenoids, in a stereoselective manner. 10R- and 10S-10,11-dihydro-10,11-dihydroxyxanthorrhizols (2, 3), (-)-curcuquinone (4), (-)-curcuhydroquinone (5), helibisabonol A (7) and allylic alcohol 8 have been prepared from xanthorrhizol in optically active forms. All the routes involved a Sharpless AD to introduce the stereogenic centre at C-10 |
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