6-烯-8-羰基-1-叔丁氧基羰基氮杂螺[4,4]壬烷的合成 |
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引用本文: | 孙默然,卢宏涛,杨华.6-烯-8-羰基-1-叔丁氧基羰基氮杂螺[4,4]壬烷的合成[J].有机化学,2009,29(10):1668-1671. |
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作者姓名: | 孙默然 卢宏涛 杨华 |
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作者单位: | 郑州大学药学院,郑州,450001 |
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摘 要: | 以烯丙基脯氨酸甲酯(1)为起始原料, 经7步反应以42%的总收率得到了三尖杉碱合成中的重要中间体6-烯-8-羰基-1-叔丁氧基羰基氮杂螺4,4]壬烷(7). 关键反应为构筑螺环季碳的2,3]斯蒂文森重排(Stevens rearrangement)及烯丙基双键加氧的酸内酯化反应(Acid-lactonization reaction).
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关 键 词: | 三尖杉碱 斯蒂文森重排 酸内酯化 螺内酯 |
收稿时间: | 2008-12-01 |
修稿时间: | 2009-03-15 |
Synthesis of 1-Aza-1-(t-butoxycarbonyl)-8-oxo-spiro[4,4]non-6-ene |
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Institution: | (School of Pharmaceutical Science, Zhengzhou University, Zhengzhou 450001) |
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Abstract: | 1-Aza-1-(t-butoxycarbonyl)-8-oxo-spiro4,4]non-6-ene (7), one of the key intermediates in the preparation of cephalotaxine, was conveniently synthesized in 42% overall yield with the Stevens rearrangement and acid-lactonization as key steps. |
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Keywords: | cephalotaxine Stevens rearrangement acid-lactonization spirolactone |
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