D-glucose-based azacrown ethers with a phosphonoalkyl side chain:: application as enantioselective phase transfer catalysts

被引:59
作者
Bakó, P
Novák, T
Ludányi, K
Pete, B
Toke, L
Keglevich, G
机构
[1] Tech Univ Budapest, Dept Organ Chem Technol, H-1521 Budapest, Hungary
[2] Hungarian Acad Sci, Cent Res Inst Chem, H-1525 Budapest, Hungary
[3] Hungarian Acad Sci, Res Grp, H-1521 Budapest, Hungary
关键词
D O I
10.1016/S0957-4166(99)00224-4
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Five chiral alpha-D-glucose-based monoaza-15-crown-5 ethers with a phosphonoalkyl side chain 5a-e have been synthesized. The substituent at the nitrogen atom has a major influence on the cation extraction ability of the azacrown. The new lariat ethers 5a-e show significant asymmetric induction as phase transfer catalysts in the Michael addition of 2-nitropropane to chalcone. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2373 / 2380
页数:8
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