| 不对称羟内酯化合成白三烯A4中间体 |
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| 引用本文： | 王燕芳,李金翠,吴毓林.不对称羟内酯化合成白三烯A4中间体[J].化学学报,1988,46(5):472-477. |
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| 作者姓名： | 王燕芳 李金翠 吴毓林 |
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| 作者单位： | 中国科学院上海有机化学研究所 |
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| 摘 要： | 为合成白三烯A4的关键中间体, 本文试验了若干7-手性中心-6,5-双键庚酸衍生物的不对称环氧化方法, 发现从D-甘油醛得的顺式烯化合物可选择性地羟内酯化, 游离羟基甲磺酰化后甲醇纳处理可得所需的5S, 6R氧桥, 水解, 过碘酸钠断键后即可顺利得到目标化合物.
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| 关 键 词： | 中间体 环氧化反应 酯化 羧酸酯 立体选择性 环氧化物 环氧化物 醛 庚酸P 二十碳四烯酸P |
An asymmetric synthesis of leukotriene A4 key intermediate |
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| WANG YANFANG,LI JINCUI,WU YULIN.An asymmetric synthesis of leukotriene A4 key intermediate[J].Acta Chimica Sinica,1988,46(5):472-477. |
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| Authors: | WANG YANFANG LI JINCUI WU YULIN |
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| Abstract: | For the preparation of the key synthetic intermediate I of leukotriene A4, some asym. epoxidn. methods for 7-chiral 5-heptenoic acid derivatives have been evaluated. The cis-olefin II prepared from D-gluceraldehyde could be selectively hydroxylactonized. The mesylate of the 6-hydroxy compound III was treated with NaOMe to afford the desired (5S,6R)-epoxide IV. Deprotection of the diol group and cleavage with sodium periodate in one pot gave I. |
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| Keywords: | INTERMEDIATE EPOXIDATION REACTION ESTERIFICATION CARBOXYLIC ACID ESTER STEREOSELECTIVITY EPOXIDE EPOXIDE ALDEHYDES HEPTANOIC ACID P EICOSATETRAENOIC ACID P |
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