School of Chemistry and Chemical Engineering, Southwest University , Chongqing, 400715, China.
Org Lett. 2016 Aug 5;18(15):3874-7. doi: 10.1021/acs.orglett.6b01880. Epub 2016 Jul 20.
The 3-vinyl indole is used as a nucleophile to react with aromatic and aliphatic imines. Chiral 3-substituted indoles bearing multiple functional groups are produced with up to 99% yield, a 98:2 E/Z ratio, and 97% ee. A possible mechanism is proposed to explain the observed stereoselectivities. This strategy provides an efficient way for the preparation of novel chiral 3-substituted indoles.
3-乙烯基吲哚被用作亲核试剂，与芳香族和脂肪族亚胺反应。手性 3-取代吲哚带有多个官能团，产率高达 99%，E/Z 比值为 98:2，对映体过量值为 97%。提出了一种可能的机制来解释观察到的立体选择性。该策略为新型手性 3-取代吲哚的制备提供了一种有效的方法。
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