One-Pot Synthesis of Optically Enriched 2-Piperidinones from Aliphatic Aldehydes and Cyanoacrylamides
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- 作者：Ying He ; Tai-Ran Kang ; Quan-Zhong Liu ; Lian-Mei Chen ; Yi-Lian Tu ; Ya-Jun Liu ; Tang-Bin Chen ; Zhi-Qiang Wang ; Jie Liu ; Yong-Mei Xie ; Jin-Liang Yang ; Long He
- 刊名：Organic Letters
- 出版年：2013
- 出版时间：August 16, 2013
- 年：2013
- 卷：15
- 期：16
- 页码：4054-4057
- 全文大小：257K
- 年卷期：v.15,no.16(August 16, 2013)
- ISSN：1523-7052
文摘
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.