ASYMMETRIC CONJUGATE ADDITION OF ORGANOCOPPER AMIDOPHOSPHINE REAGENTS TO CYCLOALKENONES

被引:22
作者
KANAI, M [1 ]
TOMIOKA, K [1 ]
机构
[1] OSAKA UNIV,INST SCI & IND RES,IBARAKI,OSAKA 567,JAPAN
关键词
D O I
10.1016/S0040-4039(00)75992-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mediated by a noncovalently bound chiral amidophosphine ligand I, reaction of organocoppers with cycloalkenones 2 afforded the corresponding 3-substituted cycloalkanones 3 in 95-68% ee.
引用
收藏
页码:895 / 898
页数:4
相关论文
共 29 条
[11]   SOLVENT EFFECT AND NMR BEHAVIOR IN A CHIRAL AMIDOPHOSPHINE MEDIATED REACTION OF ORGANOCUPRATE WITH CHALCONE [J].
KANAI, M ;
KOGA, K ;
TOMIOKA, K .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (16) :1248-1249
[12]   ON THE WAY TO CHIRAL COPPER(I) ARENETHIOLATE CATALYSTS FOR THE ENANTIOSELECTIVE CONJUGATE ADDITION OF METHYL LITHIUM AND METHYL MAGNESIUM IODIDE TO BENZYLIDENEACETONE [J].
LAMBERT, F ;
KNOTTER, DM ;
JANSSEN, MD ;
VANKLAVEREN, M ;
BOERSMA, J ;
VANKOTEN, G .
TETRAHEDRON-ASYMMETRY, 1991, 2 (11) :1097-1100
[13]   SUBSTRATE-REAGENT COMPLEXATION ABILITY IN ENANTIOSELECTIVE 1,4 ADDITION-REACTIONS [J].
LEYENDECKER, F ;
JESSER, F ;
RUHLAND, B .
TETRAHEDRON LETTERS, 1981, 22 (37) :3601-3604
[14]  
LEYENDECKER F, 1985, NOUV J CHIM, V9, P13
[15]   USE OF (2S,4R)-HYDROXYPROLINE DERIVATIVES AS LIGANDS IN CHIRAL COPPER-1 COMPLEXES [J].
LEYENDECKER, F ;
LAUCHER, D .
TETRAHEDRON LETTERS, 1983, 24 (33) :3517-3520
[16]  
LIPSHUTZ BH, 1989, TETRAHEDRON, V45, P349
[18]  
Posner G. H., 1972, ORG REACT, V19
[19]  
POSNER GH, 1984, ISRAEL J CHEM, V24, P88
[20]   ASYMMETRIC-SYNTHESIS USING ENANTIOMERICALLY PURE 2-(PARA-ANISYLSULFINYL)-2-CYCLOALKENONES [J].
POSNER, GH ;
FRYE, LL ;
HULCE, M .
TETRAHEDRON, 1984, 40 (08) :1401-1407