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期刊论文

The Aza-Morita–Baylis–Hillman Reaction of N-Thiophosphoryl Imines Catalyzed by 1,3,5-Triaza-7-phosphaadamantane (PTA) –– Convenient Synthesis of α-Methylene-β-Amino Ketone or Acid Derivatives

周正洪Xinyuan Xu Chungui Wang Zhenghong Zhou Xiaofang Tang Zhengjie He and Chuchi Tang

Eur. J. Org. Chem. 2007, 4487-4491,-0001,():

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摘要/描述

In the presence of an effective air-stable nucleophilic trialkylphosphane orgaocatalyst, 1,3,5-triaza-7-phosphaadamantane, N-diethoxythiophosphorylimines 1 and N-diphenylthiophosphinoylimines 2 exhibited good reactivity in the methyl vinyl ketone or methyl acrylate based aza-Morita–Baylis–Hillman reaction. The corresponding products were obtained in fair-to-excellent chemical yields. Moreover, the chiral-imine-induced diastereoselective aza-MBH reaction was also realized with 90% de. This reaction provides a convenient method for the synthesis of synthetically valuable α-methylene-β-amino ketone or acid derivatives.

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