Chiral proline-derivative anchored on mesoporous silicas and their application to the asymmetric diethylzinc addition to benzaldehyde

被引:36
作者
Kim, SW
Bae, SJ
Hyeon, T [1 ]
Kim, BM
机构
[1] Seoul Natl Univ, Sch Chem Engn, Seoul 151742, South Korea
[2] Seoul Natl Univ, Inst Chem Proc, Seoul 151742, South Korea
[3] Seoul Natl Univ, Dept Chem, Seoul 151742, South Korea
[4] Seoul Natl Univ, Ctr Mol Catalysis, Seoul 151742, South Korea
基金
新加坡国家研究基金会;
关键词
asymmetric; diethylzinc; mesoporous; heterogeneous; enantioselectivity;
D O I
10.1016/S1387-1811(01)00230-X
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
We developed new heterogeneous catalysts employing a proline-derived ligand immobilized on mesoporous silicas (MCM-41 and SBA-15) and they were applied to asymmetric diethylzinc addition to benzaldehyde. The reaction enantioselectivity was found to be largely dependent upon the pore size of the mesoporous silicas, capping of free silanol moiety with trimethylsilyl (TMS) group and employment of n-BuLi. High enantioselectivity (75% e.e.) was achieved when both TMS capping and n-BuLi addition were applied for the large pore-sized SBA-15 based catalyst. (C) 2001 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:523 / 529
页数:7
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