Polymer-supported BINOL ligand for the titanium-catalyzed diethylzinc addition to aldehydes: A remarkable positive influence of the support on the enantioselectivity of the catalyst

被引:143
作者
Yang, XW
Sheng, JH
Da, CS
Wang, HS
Su, W
Wang, R [1 ]
Chan, ASC
机构
[1] Lanzhou Univ, Union Lab Asymmetr Synth, Lanzhou 730000, Peoples R China
[2] Lanzhou Univ, Sch Life Sci, Lanzhou 730000, Peoples R China
[3] Hong Kong Polytech Univ, Union Lab Asymmetr Synth, Hong Kong, Peoples R China
[4] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Peoples R China
关键词
D O I
10.1021/jo990771p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new polymer-supported BINOL (1,1'-Bi-2-naphthol) :was synthesized by coupling of aminomethyl polystyrene resin and (S)-2,2'-dihydroxy-1,1'-binaphthyl-3,3'-dicarboxylic acid. This new ligand was found to be more enantioselective for the asymmetric addition of diethylzinc to aldehydes than its "free" analog [Ti(BINOL)(PrO2)-Pr-i]. A range of 57-99% ee's as well as 78-97% yields was obtained, and: the electronic properties of the enantioselectivity were also observed.
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收藏
页码:295 / 296
页数:2
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