Chiral N-Phosphonyl Imines for an Aza-Morita–Baylis–Hillman Reaction via Group-Assisted Purification (GAP) Chemistry
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- 作者：Bing Yang ; Minxing Shen ; Xiaozhou Ji ; Ziyan Xu ; Hao Sun ; Bo Jiang ; Guigen Li
- 刊名：Journal of Organic Chemistry
- 出版年：2016
- 出版时间：March 18, 2016
- 年：2016
- 卷：81
- 期：6
- 页码：2488-2493
- 全文大小：391K
- ISSN：1520-6904
文摘
Seventeen examples of aza-Morita–Baylis–Hillman (aza-MBH) adducts have been synthesized by reacting chiral N-phosphonyl imines with acrylonitrile in good to excellent yields (up to 96%) and high diastereoselectivity (up to 99:1 dr). The synthesis of these adducts followed the method of group-assisted purification (GAP) chemistry, in which the pure aza-MBH products were readily obtained by washing the crude products with cosolvents of hexane and ethyl acetate.