Chem. J. Chinese Universities ›› 1998, Vol. 19 ›› Issue (S1): 139.
• Organic Synthesis Chemistry • Previous Articles Next Articles
Biangdong Sun, Yongqiang Tu, Wujiong Xia, Bin Wu
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Abstract: The naturally occurring dihydroagarofuran compounds have been demonstrated to show some important bioactive activities, such as insect antifeedant, antitumor activities.1 Synthetic research of this kind of compounds have been attracting the increasing interest of organic chemists. Because a total synthesis of polyol skeleton involved too many steps,2 our synthetic efforts are focusing on search for a short and efficient approach and thus, we begin with readily available α-(-)-santonin(1). The creative key steps include generation of C5-OH, the stereochemical reversion at C-7 and the cyclization of tetrahydrofuran. A successful approach is shown in the following scheme.
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Biangdong Sun, Yongqiang Tu, Wujiong Xia, Bin Wu. The First Efficient Approach from α-(-)-Santonin to Dihydroagarofuran Sesquiterpene[J]. Chem. J. Chinese Universities, 1998, 19(S1): 139.
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http://www.cjcu.jlu.edu.cn/EN/Y1998/V19/IS1/139