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非对映体4-(4'-甲基苯磺酰胺基)-L-脯氨酸的合成及其对Aldol反应的不对称催化性能研究
引用本文:刘玉霞,赵军峰,曹伟娜,杨柳.非对映体4-(4'-甲基苯磺酰胺基)-L-脯氨酸的合成及其对Aldol反应的不对称催化性能研究[J].河南纺织高等专科学校学报,2013(3):49-54.
作者姓名:刘玉霞  赵军峰  曹伟娜  杨柳
作者单位:河南工程学院材料与化学工程学院,河南郑州450007
基金项目:河南省教育厅自然科学研究计划项目(2011B150005);河南工程学院博士基金(D09002)
摘    要:以4-羟基-L-脯氨酸为原料合成了非对映异构体4-(4’-甲基苯磺酰胺基)-L-脯氨酸催化剂1a-b,通过IR,1H NMR和HR-MS对其结构进行了表征,并考察了其水相中对不对称Aldol反应的催化性能.结果表明,两种催化剂在水相中均能很好地催化Aldol反应,仅用5 mol%的催化剂即可得到很好的效果,产率高达93%,非对映选择性达94∶6,而对映选择性高达99%.

关 键 词:非对映体  合成  不对称催化  Aldol反应  水相催化

4-Suifonamidyl-L-Proline as highly efficient organocatalysts for the asymmetric Aldol reaction in water
LIU Yu-xia,ZHAO Jun-feng,CAO Wei-na,YANG Liu.4-Suifonamidyl-L-Proline as highly efficient organocatalysts for the asymmetric Aldol reaction in water[J].Journal of Henan Textile College,2013(3):49-54.
Authors:LIU Yu-xia  ZHAO Jun-feng  CAO Wei-na  YANG Liu
Affiliation:(College of Material and Chemistry Engineering, Henan Institute of Engineering, Zhengzhou 450007, China)
Abstract:Two diastereomers 4- sulfonamidyl- L- proline 1 a- b have been efficiently synthesized. The catalytic activities and stereoselectivity of these organocatalysts were evaluated in the direct asymmetric Aldol reaction of various aromatic aldehydes and ke- tones. By using 5 mol% of the catalysts, the corresponding products of the aldol reaction were obtained in good yields ( up to 93% ) with excellent anti diastereoselectivity (up to 94: 6) and enantioselectivity (up to 99% ee) in water.
Keywords:diastereomers  synthesis  asymmetric catalysis  Aldol reaction  in water
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