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有机化学
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有机化学 ›› 2005, Vol. 25 ›› Issue (9): 1113-1115. 上一篇    下一篇

研究简报

4(R)-(2,4,6-三甲基苄氧基)-(S)-脯氨酸促进的直接不对称羟醛反应

沈宗旋1，丁一1，李明2，刘艳华1，张雅文*,1   

  1. (1苏州大学化学化工学院江苏省有机合成重点实验室 苏州 215006)
    (2江南大学化学和材料工程学院 无锡 214000)
  • 收稿日期:2004-09-27 修回日期:2005-03-24 发布日期:2005-08-24
  • 通讯作者: 张雅文

Direct Catalytic Asymmetric Aldol Reactions Promoted by 4(R)-(2,4,6-Trimethylbenzyloxy)-(S)-proline

SHEN Zong-Xuan1,DING Yi1,LI Ming2,LIU Yan-Hua1,ZHANG Ya-Wen*,1   

  1. (1 Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical En-gineering,
    Suzhou University, Suzhou 215006)
    (2 School of Chemical and Mate-rial Engineering, Southern Yantze University, Wuxi 214000)
  • Received:2004-09-27 Revised:2005-03-24 Published:2005-08-24
  • Contact: ZHANG Ya-Wen

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方便地合成了一种新的不对称羟醛反应的手性催化剂4(R)-(2,4,6-三甲基苄氧基)-(S)-脯氨酸. 以过量的丙酮作溶剂, 使用5 mol%该催化剂, 有效地催化了多种取代苯甲醛与丙酮间的不对称羟醛反应, 产率最高达91.0%, ee最高达84.3%.

关键词: 不对称, 直接羟醛反应, 手性催化剂

4(R)-(2,4,6-Trimethylbenzyloxy)-(S)-proline, a new chiral catalyst for the asymmetric aldol reaction, was prepared conveniently. Efficient enantioselective catalysis of aldol reactions of various benzaldehydes with neat acetone solvent was achieved with high yield (up to 91.0%) and good selectivities (up to 88.5% ee) by using 5 mol% of the catalyst.

Key words: asymmetric, direct aldol reaction, chiral catalyst