SCHIFF-BASES AS ADDED CHIRAL LIGANDS FOR THE [RU(ETA(6)-C6H6)CL2](2) CATALYZED HYDROGEN-TRANSFER REDUCTION OF KETONES WITH 2-PROPANOL

被引:65
作者
KRASIK, P [1 ]
ALPER, H [1 ]
机构
[1] UNIV OTTAWA,OTTAWA CARLETON CHEM INST,DEPT CHEM,OTTAWA K1N 6N5,ON,CANADA
关键词
D O I
10.1016/S0040-4020(01)89371-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ruthenium complexes generated in situ from [Ru(C6H6)Cl-2](2) and chiral Schiff bases [derived from(1R,2R)-diaminocyclohexane] catalyse asymmetric hydrogen-transfer reduction of alkyl aryl ketones by 2-propanol to give the (S)-alcohol in up to 40% ee.
引用
收藏
页码:4347 / 4354
页数:8
相关论文
共 10 条
[1]   ASYMMETRIC-SYNTHESIS BY CHIRAL RUTHENIUM COMPLEXES .5. HOMOGENEOUS REDUCTION OF KETONES - TRANSFER AND PRESSURE HYDROGENATION IN THE PRESENCE OF H4RU4(CO)8[(-)-DIOP]2 [J].
BIANCHI, M ;
MATTEOLI, U ;
MENCHI, G ;
FREDIANI, P ;
PRATESI, S ;
PIACENTI, F ;
BOTTEGHI, C .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1980, 198 (01) :73-80
[2]   CHIRAL RUTHENIUM CATALYSTS FOR ASYMMETRIC HYDROGEN TRANSFER REDUCTION OF ACETOPHENONE - ORIGINAL EFFECT OF ASBESTOS ON ENANTIOSELECTIVITY [J].
CHAUVIN, R .
JOURNAL OF MOLECULAR CATALYSIS, 1990, 62 (02) :147-156
[3]   ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES [J].
DALE, JA ;
DULL, DL ;
MOSHER, HS .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (09) :2543-&
[4]  
GENET JP, 1993, SYNLETT, P478
[5]   DYNAMIC KINETIC RESOLUTION IN BINAP-RUTHENIUM(II) CATALYZED HYDROGENATION OF 2-SUBSTITUTED 3-OXO CARBOXYLIC ESTERS [J].
KITAMURA, M ;
OHKUMA, T ;
TOKUNAGA, M ;
NOYORI, R .
TETRAHEDRON-ASYMMETRY, 1990, 1 (01) :1-4
[6]   ASYMMETRIC ALKENE AZIRIDINATION WITH READILY AVAILABLE CHIRAL DIIMINE-BASED CATALYSTS [J].
LI, Z ;
CONSER, KR ;
JACOBSEN, EN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (12) :5326-5327
[7]  
MANDAL SK, 1992, POLYHEDRON, V11, P147
[8]   C2-SYMMETRICAL 4,4',5,5'-TETRAHYDROBI(OXAZOLES) AND 4,4',5,5'-TETRAHYDRO-2,2'-METHYLENEBIS[OXAZOLES] AS CHIRAL LIGANDS FOR ENANTIOSELECTIVE CATALYSIS [J].
MULLER, D ;
UMBRICHT, G ;
WEBER, B ;
PFALTZ, A .
HELVETICA CHIMICA ACTA, 1991, 74 (01) :232-240
[9]   ASYMMETRIC HYDROGEN TRANSFER-REACTIONS PROMOTED BY HOMOGENEOUS TRANSITION-METAL CATALYSTS [J].
ZASSINOVICH, G ;
MESTRONI, G ;
GLADIALI, S .
CHEMICAL REVIEWS, 1992, 92 (05) :1051-1069
[10]  
1960, ORG SYNTH, V5, P49