A convenient method for 3-pyrroline synthesis
A convenient method for 3-pyrroline synthesis
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DOI：
10.1021/ol016603c
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发表时间：
2001-10-18
期刊：
影响因子：
5.2
通讯作者：
Hayes, CJ
中科院分区：
文献类型：
--
作者：
Green, MP;Prodger, JC;Hayes, CJ
[图表]使用两步烷基化/亚烷基卡宾CH-插入反应顺序，从伯胺起始原料合成了一系列3-吡咯啉。我们已经证明插入一系列CH键类型是可能的，并且含氮四元立构中心的形成是一个相对容易的过程。插入反应发生时立体化学保留率 > 95%，但氮上保护基的存在通常对环化过程有害。
[GRAPHICS]The synthesis of a range of 3-pyrrolines has been achieved from primary amine starting materials using a two-step alkylation/alkylldene carbene CH-Insertion reaction sequence. We have shown that insertion into a range of CH-bond types is possible, and the formation of nitrogen-bearing quaternary stereocenters is a relatively facile process. The insertion reaction occurs with > 95% retention of stereochemistry, but the presence of protecting groups on nitrogen is generally deleterious to the cyclization process.