CATALYTIC FORMATION OF AZIRIDINES FROM IMINES AND DIAZOACETATE

被引：102

作者：

RASMUSSEN, KG ^{[1
]}

JORGENSEN, KA ^{[1
]}

机构：

[1] AARHUS UNIV,DEPT CHEM,DK-8000 AARHUS C,DENMARK

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1995年 / 14期

关键词：

D O I：

10.1039/c39950001401

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A catalytic method for the preparation of aziridines from imines and diazoacetate is developed using copper complexes as catalyst; the synthetic, diastereo- and enantio-selective scope of the reaction are presented.

引用

页码：1401 / 1402

页数：2

共 17 条

[1]

BARET P, 1972, B SOC CHIM FR, P2493

[2] STUDIES ON N-METALLO IMINES - SYNTHESIS OF N-UNSUBSTITUTED AZIRIDINES FROM N-TRIMETHYLSILYL IMINES AND LITHIUM ENOLATES OF ALPHA-HALO ESTERS [J].

CAINELLI, G ;

PANUNZIO, M ;

GIACOMINI, D .

TETRAHEDRON LETTERS, 1991, 32 (01) :121-124

[3] BIS(OXAZOLINES) AS CHIRAL LIGANDS IN METAL-CATALYZED ASYMMETRIC REACTIONS - CATALYTIC, ASYMMETRIC CYCLOPROPANATION OF OLEFINS [J].

EVANS, DA ;

WOERPEL, KA ;

HINMAN, MM ;

FAUL, MM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (02) :726-728

[4] BIS(OXAZOLINE) COPPER-COMPLEXES AS CHIRAL CATALYSTS FOR THE ENANTIOSELECTIVE AZIRIDINATION OF OLEFINS [J].

EVANS, DA ;

FAUL, MM ;

BILODEAU, MT ;

ANDERSON, BA ;

BARNES, DM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (12) :5328-5329

[5]

EVANS DA, 1994, J AM CHEM SOC, V116, P2742

[6]

Fritschi H., 1986, ANGEW CHEM, V98, P1028

[7] CARBENOID TRANSFER TO IMINES - A NEW ASYMMETRIC CATALYTIC SYNTHESIS OF AZIRIDINES [J].

HANSEN, KB ;

FINNEY, NS ;

JACOBSEN, EN .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (06) :676-678

[8]

HUBERT AJ, 1976, TETRAHEDRON LETT, P1317

[9]

JORGENSEN KA, 1989, CHEM REV, V89, P431

[10] CYCLODEHYDRATION OF N-SUBSTITUTED AND C-SUBSTITUTED BETA-AMINO ALCOHOLS TO THE CORRESPONDING AZIRIDINES WITH DIETHOXYTRIPHENYLPHOSPHORANE [J].

KELLY, JW ;

ESKEW, NL ;

EVANS, SA .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (01) :95-97

← 1 2 →