Synthesis, extraction ability and application in an asymmetric synthesis of azacrown ethers derived from D-mannitol

被引：12

作者：

Bakó, P

Bakó, T

Bisztray, K

Szöllosy, A

Nagy, K

Toke, L

机构：

[1] Tech Univ Budapest, Dept Organ Chem Technol, H-1521 Budapest, Hungary

[2] Tech Univ Budapest, Inst Gen & Analyt Chem, NMR Lab, H-1521 Budapest, Hungary

[3] Tech Univ Budapest, Dept Phys Chem, H-1521 Budapest, Hungary

[4] Tech Univ Budapest, Hungarian Acad Sci, Res Grp, H-1521 Budapest, Hungary

来源：

JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY | 2001年 / 39卷 / 3-4期

基金：

美国国家科学基金会;

关键词：

aza crown ethers; chiral lariat ether; monoaza-15-crown-5; enantioselective synthesis;

D O I：

10.1023/A:1011141025783

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New chiral monoaza-15-crown-5 ethers have been synthesised from 1,2:5,6-di-O-isopropylidene-D-mannitol. The substituent at the nitrogen atom has a major influence on the cation extraction ability of the azacrown. These sugar-based crown ethers show asymmetric induction as chiral phase transfer catalysts in the Michael addition of 2-nitropropane to chalcone (67% ee).

引用

收藏

页码：247 / 251

页数：5

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