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聚乙二醇(400)中的不对称Baylis-Hillman反应
引用本文:丁益萍,丁一,沈宗旋,李斌,张雅文.聚乙二醇(400)中的不对称Baylis-Hillman反应[J].有机化学,2006,26(9):1306-1308.
作者姓名:丁益萍  丁一  沈宗旋  李斌  张雅文
作者单位:苏州大学化学化工学院,江苏省有机合成重点实验室,苏州,215123
摘    要:从易得的L-脯氨酸出发, 方便地合成了氨基醇1. 以聚乙二醇(400)为溶剂, 考察了手性氨基醇1 (30 mol%)在聚乙二醇(400)中催化不对称的Baylis-Hillman反应, 有较好的催化活性和立体选择性, 产率最高达95.4%, ee值最高达54.3%. 手性氨基醇1-聚乙二醇(400)催化体系可方便回收并重复利用, 在前三次循环中, 未发现反应产率和选择性有明显变化.

关 键 词:不对称Baylis-Hillman反应  手性氨基醇  循环使用  聚乙二醇(400)
收稿时间:09 5 2005 12:00AM
修稿时间:03 27 2006 12:00AM

Asymmetric Baylis-Hillman Reaction in Poly(ethyleneglycol)(400)
DING Yi-Ping,DING Yi,SHEN Zong-Xuan,LI Bin,ZHANG Ya-Wen.Asymmetric Baylis-Hillman Reaction in Poly(ethyleneglycol)(400)[J].Chinese Journal of Organic Chemistry,2006,26(9):1306-1308.
Authors:DING Yi-Ping  DING Yi  SHEN Zong-Xuan  LI Bin  ZHANG Ya-Wen
Institution:Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Suzhou University, Suzhou 215123
Abstract:Chiral amino alcohol 1 was prepared from L-proline conveniently. In poly(ethyleneglycol) (PEG)(400), this chiral amino alcohol (30 mol%) catalyzes asymmetric Baylis-Hillman reaction effectively. High yields (up to 95.4%) and modest selectivities (up to 54.3% ee) were achieved. The chiral amino alco- hol-PEG(400) catalytic system could be easily recovered and reused in the next run. No significant changes in the reaction yields and selectivities were found in the first three runs.
Keywords:asymmetric Baylis-Hillman reaction  chiral animo alcohol  recycling  PEG(400)
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