用反Diels-Alder反应合成天然产物XIV. 立体控制合成(±)-环 氧菌素和(±)- 4-表环氧菌素 |
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引用本文: | 刘志煜,李恒光,陈淑华.用反Diels-Alder反应合成天然产物XIV. 立体控制合成(±)-环 氧菌素和(±)- 4-表环氧菌素[J].化学学报,1997,55(6):611-616. |
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作者姓名: | 刘志煜 李恒光 陈淑华 |
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作者单位: | 中国科学院上海有机化学研究所.上海(200032);四川大学化学系.成都(610064) |
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摘 要: | 对苯醌与环戊二烯经Diels-Alder反应保护其一侧的双键,在引入必要的官能团及取代基后,再经反Diels-Alder反应得到(±)-4-表环氧菌素(7),对7进一步进行羟基构型转换而得(±)-环氧菌素(6)。总产率分别为70%和65%。
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关 键 词: | 立体控制反应 天然产物 迪尔斯-阿尔德反应 环氧菌素 表环氧菌素 环戊二烯 苯醌 |
Natural products synthesis by retro Diels-Alder reaction XIV. Stereospecific synthesis of (±)-epoformin and (± )-epiepoformin |
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Institution: | Shanghai Inst Organ Chem., CAS.Shanghai(200032);Sichuan Univ, Dept Chem.Chengdu(610064) |
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Abstract: | p-Benzoquinone reacted with cyclopentadiene to mask its double bond. After introduction of the necessary functional groups and substituent, retro Diels-Alder reaction gave (± )-epiepoformin, which was converted into (±)-epoformin by inversion of its hydroxy configuration in 70% and 65% overall yields, respectively. |
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Keywords: | NATURAL PRODUCTS DIELS-ALDER REACTION CYCLOPENTADIENE BENZOQUINONE |
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