1,3-cycloaddition of nitrile oxides in ionic liquids. An easier route to 3-carboxy isoxazolines, potential constrained glutamic acid analogues

被引：33

作者：

Conti, D ^{[1
]}

Rodriquez, M ^{[1
]}

Sega, A ^{[1
]}

Taddei, M ^{[1
]}

机构：

[1] Univ Siena, Dipartimento Farm Chim Technol, I-53100 Siena, Italy

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 28期

关键词：

D O I：

10.1016/S0040-4039(03)01195-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several improvements in the cycloaddition of carboethoxyformonitrile oxide (CEFNO) with different alkenes are observed in the ionic liquids [bmim][BF4] and [bmim][PF6]. The possibility of obtaining good yields of the corresponding isoxazolines opens the way towards parallel collections of glutamic acid (Glu) analogues. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：5327 / 5330

页数：4

共 16 条

[11] Selective antagonists at group I metabotropic glutamate receptors:: Synthesis and molecular pharmacology of 4-aryl-3-isoxazolol amino acids [J].

Kromann, H ;

Slok, FA ;

Stensbol, TB ;

Bräuner-Osborne, H ;

Madsen, U ;

Krogsgaard-Larsen, P .

JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (04) :988-991

[12] NEW SYNTHESIS OF GAMMA-HYDROXYGLUTAMIC ACID [J].

KUSUMI, T ;

KAKISAWA, H ;

SUZUKI, S ;

HARADA, K ;

KASHIMA, C .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1978, 51 (04) :1261-1262

[13]

Maiti D, 1998, SYNLETT, P385

[14] Nitrolic acids: efficient precursors of nitrile oxides under neutral conditions [J].

Matt, C ;

Gissot, A ;

Wagner, A ;

Mioskowski, C .

TETRAHEDRON LETTERS, 2000, 41 (08) :1191-1194

[15] Glutamate in CNS disorders as a target for drug development: An update [J].

Parsons, CG ;

Danysz, W ;

Quack, G .

DRUG NEWS & PERSPECTIVES, 1998, 11 (09) :523-569

[16]

Zhao H, 2002, ALDRICHIM ACTA, V35, P75

← 1 2 →