Graft of Chiral Amino Alcohol onto Poly（menthyl vinyl ketone） and the Grafted Polymer＇s Inducement to the Asymmetric Addition of Phenylacetylene to Aromatic Ketone  

作　　者：LIU Can ZHOU Ya YANG Liwen YANG Nianfa ZHANG Anlin 

机构地区：[1]Key Laboratory of Environmentally Friendly Chemistry and Applications, Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, P. R. China

出　　处：《Chemical Research in Chinese Universities》2015年第4期669-673,共5页高等学校化学研究（英文版）

基　　金：Supported by the National Natural Science Foundation of China（No.21172186） and the Higher Education Doctoral Science Foundation of China（No.20134301110004）.

摘　　要：A new kind of optically active polymer bearing chiral amino alcohol was prepared by means of graft. The resulting grafted polymer was obtained as follows. First, the carbonyl of optically active helical poly（menthyl vinyl ketone）（poly-MVK） was reduced to hydroxyl group with lithium aluminum hydride as a reductant to yield poly（1-menthyl-2-propen-1-ol）（poly-MPO）. Second, the hydroxyl group of poly-MPO reacted with epichlorohydrin to yield methyloxirane-loading poly-MPO[（poly-MPO）-MO]. Third, the（poly-MPO）-MO reacted with amine to pro- duce optically active polymer bearing chiral amino alcohol[（poly-MPO）-APO]. The （poly-MPO）-APO was applied to the asymmetric addition of phenylacetylene to aromatic ketone. Good enantioselectivities were achieved and the catalyst could be recovered and reused 5 times with unchanged enantioselectivity and slightly decreased activity.A new kind of optically active polymer bearing chiral amino alcohol was prepared by means of graft. The resulting grafted polymer was obtained as follows. First, the carbonyl of optically active helical poly（menthyl vinyl ketone）（poly-MVK） was reduced to hydroxyl group with lithium aluminum hydride as a reductant to yield poly（1-menthyl-2-propen-1-ol）（poly-MPO）. Second, the hydroxyl group of poly-MPO reacted with epichlorohydrin to yield methyloxirane-loading poly-MPO[（poly-MPO）-MO]. Third, the（poly-MPO）-MO reacted with amine to pro- duce optically active polymer bearing chiral amino alcohol[（poly-MPO）-APO]. The （poly-MPO）-APO was applied to the asymmetric addition of phenylacetylene to aromatic ketone. Good enantioselectivities were achieved and the catalyst could be recovered and reused 5 times with unchanged enantioselectivity and slightly decreased activity.

关 键 词：Chiral amino alcohol GRAFT Poly（menthyl vinyl ketone） Enantioselective addition 

分 类 号：TQ326.9[化学工程—合成树脂塑料工业] O623.51[理学—有机化学]