jo6b00049_si_002.cif (30.85 kB)
Download fileChiral N‑Phosphonyl Imines for an Aza-Morita–Baylis–Hillman Reaction via Group-Assisted Purification (GAP) Chemistry
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posted on 2016-02-22, 00:00 authored by Bing Yang, Minxing Shen, Xiaozhou Ji, Ziyan Xu, Hao Sun, Bo Jiang, Guigen LiSeventeen 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.