Mn-salen catalyst, competitor of enzymes, for asymmetric epoxidation

被引:357
作者
Katsuki, T
机构
[1] Department of Chemistry, Faculty of Science, Kyushu University 33, Fukuoka 812-81, Hakozaki, Higashi-ku
关键词
(salen)manganese(III) complex; Mn-salen catalyst; oxo transfer reaction; asymmetric epoxidation; simple olefin;
D O I
10.1016/S1381-1169(96)00106-9
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Asymmetric epoxidation of simple olefins using (salen)manganese(III) complexes as catalysts has made a great advances in the last half decade and now finds wide application in organic synthesis. In this article; we describe the scope of the reaction, and the principal achievements to date are presented in Tables. The mechanistic aspect of the reaction is also discussed briefly.
引用
收藏
页码:87 / 107
页数:21
相关论文
共 78 条
[1]   CATIONIC ALUMINUM COMPOUNDS WITH POTENTIAL RELEVANCE TO LEWIS-ACID CATALYSIS [J].
ATWOOD, DA ;
JEGIER, JA ;
RUTHERFORD, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (25) :6779-6780
[2]   CRYSTAL AND MOLECULAR STRUCTURE OF BENZOYLACETONATO-[NN'-ETHYLENEBIS-(SALICYLIDENEIMINATO)]COBALT(III)-1.5 WATER [J].
BAILEY, NA ;
MCKENZIE, ED ;
HIGSON, BM .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1972, (04) :503-&
[3]   CHROMIUM CATALYZED ASYMMETRIC ALKENE EPOXIDATION - GREATER SELECTIVITY FOR AN E-ALKENE VERSUS ITS Z-ISOMER [J].
BOUSQUET, C ;
GILHEANY, DG .
TETRAHEDRON LETTERS, 1995, 36 (42) :7739-7742
[4]   HIGHLY ENANTIOSELECTIVE, CATALYTIC EPOXIDATION OF TRISUBSTITUTED OLEFINS [J].
BRANDES, BD ;
JACOBSEN, EN .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (16) :4378-4380
[5]  
BRANDES BD, 1995, TETRAHEDRON LETT, V36, P5123
[6]   THE ISOINVERSION PRINCIPLE - A GENERAL-MODEL OF CHEMICAL SELECTIVITY [J].
BUSCHMANN, H ;
SCHARF, HD ;
HOFFMANN, N ;
ESSER, P .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1991, 30 (05) :477-515
[7]   LIGAND PROPERTIES OF QUADRIDENTATE SCHIFFS BASES - CRYSTAL AND MOLECULAR STRUCTURE OF MIXED-LIGAND COMPLEX [NN'-ETHYLENEBIS-(SALICYLIDENEIMINATO)](ACETYLACETONATO)COBALT(III)-0.7 WATER [J].
CALLIGARIS, M ;
MANZINI, G ;
RANDACCIO, L ;
NARDIN, G .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1972, (04) :543-+
[8]   REGIOSELECTIVE AND ENANTIOSELECTIVE CATALYTIC EPOXIDATION OF CONJUGATED POLYENES - FORMAL SYNTHESIS OF LTA(4) METHYL-ESTER [J].
CHANG, S ;
LEE, NH ;
JACOBSEN, EN .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25) :6939-6941
[9]   ENANTIOSELECTIVE EPOXIDATION OF CYCLIC 1,3-DIENES CATALYZED BY A STERICALLY AND ELECTRONICALLY OPTIMIZED (SALEN)MN COMPLEX [J].
CHANG, S ;
HEID, RM ;
JACOBSEN, EN .
TETRAHEDRON LETTERS, 1994, 35 (05) :669-672
[10]   EFFECT OF CHIRAL QUATERNARY AMMONIUM-SALTS ON (SALEN)MN-CATALYZED EPOXIDATION OF CIS-OLEFINS - A HIGHLY ENANTIOSELECTIVE, CATALYTIC ROUTE TO TRANS-EPOXIDES [J].
CHANG, SB ;
GALVIN, JM ;
JACOBSEN, EN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (15) :6937-6938