Enantioselective aldol reaction between isatins and cyclohexanone catalyzed by amino acid sulphonamides.
Enantioselective aldol reaction between isatins and cyclohexanone catalyzed by amino acid sulphonamides.
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DOI：
10.1002/chir.22433
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发表时间：
2015-04
期刊：
影响因子：
2
通讯作者：
Jun Wang;Qi Liu;Qin Hao;Yan-Hua Sun;Yi‐ming Luo;Hua Yang
中科院分区：
文献类型：
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作者：
Jun Wang;Qi Liu;Qin Hao;Yan-Hua Sun;Yi‐ming Luo;Hua Yang
研究了由伯基α-氨基酸衍生的磺胺类化合物在纯净条件下催化吲哚与环己酮的羟醛缩合反应。更有趣的是，分子筛作为特权添加剂，被发现在实现高对映选择性方面起着至关重要的作用。因此，获得了高的产率(高达99%)以及良好的对映选择性(高达92%的ee)和非对映选择性(高达95：5dR)。此外，该反应也被方便地放大，证明了该方案的适用性。
Sulphonamides derived from primary α-amino acid were successfully applied to catalyze the aldol reaction between isatin and cyclohexanone under neat conditions. More interestingly, molecular sieves, as privileged additives, were found to play a vital role in achieving high enantioselectivity. Consequently, high yields (up to 99%) along with good enantioselectivities (up to 92% ee) and diastereoselectivities (up to 95:5 dr) were obtained. In addition, this reaction was also conveniently scaled up, demonstrating the applicability of this protocol.