A concise stereoselective route to the indoline spiroaminal framework of neoxaline and oxaline
A concise stereoselective route to the indoline spiroaminal framework of neoxaline and oxaline
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DOI：
10.1021/ol050077y
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发表时间：
2005-03-03
期刊：
影响因子：
5.2
通讯作者：
Omura, S
中科院分区：
文献类型：
--
作者：
Sunazuka, T;Shirahata, T;Omura, S
本文报道了新恶啉（1）和恶啉（2）的四环中间体吲哚啉螺缩醛3的立体选择性合成。3的立体选择性合成的关键步骤是刘易斯酸介导的4转环为二缩醛18，和钨酸盐催化氧化18得到硝酮19，硝酮19容易环化为吲哚啉螺缩醛骨架3。
The stereoselective synthesis of tetracyclic intermediate, the indoline spiroaminal 3 for neoxaline (1) and oxaline (2), has been accomplished. The key step of the stereoselective synthesis of 3 was the Lewis acid mediated transcyclization of 4 to the diaminal 18, and the tungstate-catalyzed oxidation of 18 to obtain the nitrone 19, which easily cyclizes to the indoline spiroaminal framework 3.