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

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

作     者:Yehui Chen Guochang Qin Liwen Yang Nianfa Yang 

作者机构:Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of EducationCollege of ChemistryXiangtan UniversityXiangtanHunan 411105China 

出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))

年 卷 期:2015年第33卷第4期

页      面:463-466页

核心收录:

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

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 

主  题:helical polyolefin binaphthyl asymmetric addition diethylzinc aryl aldehyde 

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 *** application of helical L*in the asymmetric addition of diethylzinc to aldehydes has been *** 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.

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