Optically Active Helical Poly[(S)-3-vinyl-2,2'-dihydroxy-1,1'-binaphthyl]:New Ligand for Asymmetric Addition of Diethylzinc to Aryl Aldehyde  

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作  者:Yehui Chen Guochang Qin Liwen Yang Nianfa Yang 

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

出  处:《Chinese Journal of Chemistry》2015年第4期463-466,共4页中国化学(英文版)

基  金:National Natural Science Foundation of China(No.21172186);Doctor Student Research Foundation of Chinese Education Ministry(No.20134301110004)for financial support of this work.

摘  要:Poly[(S)-3-vinyl-2,2'-dihydroxy-1,1'-binaphthyl](L*)was obtained by taking off the protecting groups of poly[(S)-3-vinyl-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl](poly-1).L*was proved to keep a stable helical con-formation in solution.The application of helical L*in the asymmetric addition of diethylzinc to aldehydes has been studied.The catalytic system employing 10 mol%of L*and 150 mol%of Ti(OiPr)_(4) was found to promote the addi-tion of diethylzinc to a wide range of aromatic aldehydes,giving up to 99%enantiomeric excess(ee)and up to 93%yield of the corresponding secondary alcohol at 0℃.The chiral polymer can be easily recovered and reused with-out loss of catalytic activity as well as enantioselectivity.

关 键 词:helical polyolefin BINAPHTHYL asymmetric addition DIETHYLZINC aryl aldehyde 

分 类 号:O62[理学—有机化学]

 

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