Chemistry of xanthorrhizol: synthesis of several bisabolane sesquiterpenoids from xanthorrhizol

被引:16
|
作者
Sirat, Hasnah M. [1 ]
Hong, Ngai Mun [1 ]
Jauri, Muhd Haffiz [1 ]
机构
[1] Univ Teknol Malaysia, Fac Sci, Dept Chem, Johor Baharu, Malaysia
关键词
xanthorrhizol; (10R/10S)-10,11-dihydro-10,11-dihydroxyxanthorrhizols; (-)-curcuquinone; (-)-curcuhydroquinone; helibisabonol A; sharpless AD;
D O I
10.1016/j.tetlet.2006.11.051
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(-)-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. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:457 / 460
页数:4
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