Stereoselective Synthesis of 19-Hydroxytaxoid Using Intramolecular Pinacol Coupling Reaction
Stereoselective Synthesis of 19-Hydroxytaxoid Using Intramolecular Pinacol Coupling Reaction
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DOI：
10.1246/cl.2004.1412
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发表时间：
2004-09
影响因子：
1.6
通讯作者：
T. Mukaiyama;Yasuyuki Ogawa;K. Kuroda;J. Matsuo
中科院分区：
文献类型：
--
作者：
T. Mukaiyama;Yasuyuki Ogawa;K. Kuroda;J. Matsuo
以TiCl 2和LiAlH 4为原料合成低价钛物种，通过分子内频哪醇偶联反应，立体选择性地构建了19-羟基紫杉醇的ABC环体系.对17的邻二醇部分进行烯化反应，得到一个新的19-羟基紫杉烷18。
The ABC-ring system of 19-hydroxytaxol is stereoselectively constructed by intramolecular pinacol coupling of diketone 12 with low valent titanium species prepared from TiCl 2 and LiAlH 4 . After manipulations of hydroxy protecting groups, a new 19-hydroxytaxoid 18 was afforded by olefination of vicinal diol part of 17.