Some recent advances in metallosalen chemistry

被引:203
作者
Katsuki, T [1 ]
机构
[1] Kyushu Univ 33, Grad Sch, Dept Chem, Fac Sci,Higashi Ku, Fukuoka 8128581, Japan
关键词
asymmetric catalysis; metallosalen complex; epoxidation; cyclopropanation; molecular oxygen;
D O I
10.1055/s-2003-37101
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Metal-oxenoid, -nitrenoid, and -carbenoid are potent active species and react with C=C and C-H bonds, forming C-O, C-N and C-C bonds, respectively. When the metal ion carries an appropriate chiral ligand, these bond-forming reactions occur in an enantioselective manner. In the last decade, many well-designed salen ligands have been found to serve as efficient chiral auxiliaries for these reactions. In this article are described highly enantioselective oxene, nitrene, and carbene transfer reactions using chiral first- and second-generation metallosalen complexes as catalysts. In addition to these reactions, asymmetric oxidation using metallosalen complexes as the catalyst and molecular oxygen or hydrogen peroxide as the terminal oxidant is also described.
引用
收藏
页码:281 / 297
页数:17
相关论文
共 186 条
[1]   Synthesis of optically active α-hydroxy carbonyl compounds by the catalytic, enantioselective oxidation of silyl enol ethers and ketene acetals with (salen)manganese(III) complexes [J].
Adam, W ;
Fell, RT ;
Stegmann, VR ;
Saha-Möller, CR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (04) :708-714
[2]  
ALPHAND V, 2001, ASYMMETRIC OXIDATION
[3]   SYNTHESIS OF OPTICALLY-ACTIVE SULFILIMINES VIA CHIRAL DISCRIMINATION [J].
ANNUNZIATA, R ;
CINQUINI, M ;
COLONNA, S ;
COZZI, F .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (12) :3118-3119
[4]  
ARATANI T, 1975, TETRAHEDRON LETT, P1707
[5]   ASYMMETRIC-SYNTHESIS OF PERMETHRIC ACID - STEREOCHEMISTRY OF CHIRAL COPPER CARBENOID REACTION [J].
ARATANI, T ;
YONEYOSHI, Y ;
NAGASE, T .
TETRAHEDRON LETTERS, 1982, 23 (06) :685-688
[6]  
ARATANI T, 1977, TETRAHEDRON LETT, P2599
[7]  
ARATANI T, 2000, COMPREHENSIVE ASYMME, V3, P1451
[8]  
Bach T, 1999, EUR J ORG CHEM, V1999, P1033
[9]  
Baird CP, 1997, PHOSPHORUS SULFUR, V120, P365
[10]   Optimized catalysts for the asymmetric addition of trimethylsilyl cyanide to aldehydes and ketones [J].
Belokon, YN ;
Green, B ;
Ikonnikov, NS ;
North, M ;
Parsons, T ;
Tararov, VI .
TETRAHEDRON, 2001, 57 (04) :771-779