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First Synthesis of (+)-2,14-Deoxyalatol from -Santonin
First Synthesis of (+)-2,14-Deoxyalatol from α-Santonin
【Abstract】 A novel and general approach for synthesis of the multi-oxygenated dihydrofuran sesquiterpenes has been de-veloped starting from santonin. The key steps involve: the strategic acid-catalyzed double-bond shifting affording 4, the novel base-promoted epoxide rearrangement of 5 generating two key functionals (the C5-OH and the D7,11 dou-ble bond), and the stereoselective cyclization of tetrahydrofuran ring without pre-controlling the stereochemistry of C-7. As an example of this approach, synthesis of (+)-2,14-deoxyalatol was described in detail.
【关键词】 first synthesis;
dihydrofuran sesquiterpene;
(+)-2;
14-deoxyalatol;
【Key words】 first synthesis; dihydrofuran sesquiterpene; (+)-2; 14-deoxyalatol;
【Key words】 first synthesis; dihydrofuran sesquiterpene; (+)-2; 14-deoxyalatol;
【基金】 theNationalNaturalScienceFoundationofChina(Nos.29925205;30271488;20021001and203900501).
- 【文献出处】 Chinese Journal of Chemistry ,中国化学(英文版) , 编辑部邮箱 ,2004年04期
- 【分类号】O621
- 【下载频次】8