Chem. J. Chinese Universities ›› 1995, Vol. 16 ›› Issue (9): 1420.
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LI Shao-Bai, ZHANG Shao-Ming, LI Yu-Lin
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Abstract: Z-Ligustilide (1) and sedenenolide (2)are important naturally 3-alkylphthalide analogues occurring in many plants belonging to the Umbelliferae.They have antispasmodic antiasthmatic and smooth muscle relaxing activities.Herein the synthesis of(±)-sedenenolide (2) is described,starting from phthlic anhydride as starting material,The key step in the synthesis is the Birch reduction of 3Z-butylidenephthalide, 3-methyloxy-3-butylphthalide (4)and methyl o-valerybenzoate(3).The yield in this step is 44%-60%. The synthesis of ligustilide (1) was studied.
Key words: Ligustilide, Sedenenolide, 3Z-Butylidenephthalide
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LI Shao-Bai, ZHANG Shao-Ming, LI Yu-Lin. Study of Syntheses of Ligustilid and (±)-Sedenenolide[J]. Chem. J. Chinese Universities, 1995, 16(9): 1420.
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http://www.cjcu.jlu.edu.cn/EN/Y1995/V16/I9/1420