One-Pot Synthesis of Optically Enriched 2-Piperidinones from Aliphatic Aldehydes and Cyanoacrylamides
One-Pot Synthesis of Optically Enriched 2-Piperidinones from Aliphatic Aldehydes and Cyanoacrylamides
复制标题
由脂肪醛和氰基丙烯酰胺一锅法合成光学富集 2-哌啶酮
DOI：
10.1021/ol401951g
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发表时间：
2013-08-16
期刊：
影响因子：
5.2
通讯作者：
He, Long
中科院分区：
文献类型：
--
作者：
He, Ying;Kang, Tai-Ran;He, Long
研究了脂肪醛与氰基丙烯酰胺的高立体选择性一锅法反应。一锅反应包括有机催化的迈克尔加成，然后是分子内半胺化。还原后，以高达95%的产率和99%ee的9：1的dr获得了具有三个连续手性中心的光学富集的2-哌啶酮。
A highly stereoselective one-pot reaction of aliphatic aldehydes and cyanoacrylamides has been developed. The one-pot reaction includes an organocatalytic Michael addition followed by an intramolecular hemiaminalization. After reduction, optically enriched 2-piperidinones with three contiguous chiral centers were obtained in up to 95% yield and 9:1 dr with 99% ee.