Synthesis of chiral pyridino-15-crown-5 type ligands containing α-D-hexapyranoside unit and their application in asymmetric synthesis

被引：13

作者：

Mako, Attila ^{[1
]}

Bako, Peter ^{[1
]}

Szoellosy, Aron ^{[2
]}

Bako, Tibor ^{[3
]}

Peltz, Csaba ^{[3
]}

Keglevich, Peter ^{[1
]}

机构：

[1] Budapest Univ Technol & Econ, Dept Organ Chem & Technol, POB 91, H-1521 Budapest, Hungary

[2] Dept Gen & Analyt Chem, H-1525 Budapest, Hungary

[3] EGIS Pharmaceut PLC, Spectroscop Dept, H-1475 Budapest, Hungary

来源：

ARKIVOC | 2009年

关键词：

Asymmetric catalysis; crown compounds; ring closure; phase-transfer catalysis; Michael addition; HOST-GUEST COMPLEXATION; CROWN-ETHERS; AZACROWN ETHERS; D-GLUCOSE; MICHAEL-ADDITION; ENANTIOMERIC RECOGNITION; AMINE; SALTS; ENANTIOSEPARATION; 2-NITROPROPANE;

D O I：

10.3998/ark.5550190.0010.716

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of novel chiral monoaza-15-crown-5 compounds (1-4) with pyridine-ring starting from methyl-4,6-O-benzylidene-alpha-D-glucopyranoside and methyl-4,6-O-benzylidene-alpha-D-mannopyranoside by different methods are reported. These crown ethers showed significant asymmetric induction in a Michael addition (up to 80% ee).

引用

页码：165 / 179

页数：15

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