IMPROVING ENANTIOSELECTIVITY BY USING A MONO-SULFONATED DIPHOSPHINE AS LIGAND FOR HOMOGENEOUS IMINE HYDROGENATION

被引：79

作者：

LENSINK, C ^{[1
]}

DEVRIES, JG ^{[1
]}

机构：

[1] DSM RES & PATENTS,DEPT CHEM PROD INTERMEDIATES,POB 18,6160 MD GELEEN,NETHERLANDS

来源：

TETRAHEDRON-ASYMMETRY | 1992年 / 3卷 / 02期

关键词：

D O I：

10.1016/S0957-4166(00)80199-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The Rhodium catalysed hydrogenation of acetophenone N-benzylimine using mono-sulphonated (2S,4S)-bis-(diphenylphosphino) pentane as ligand gives the corresponding amine with 94% e.e., whereas use of the di-sulphonated ligand yields product with 2% e.e.

引用

页码：235 / 238

页数：4

共 14 条

[1] CHIRAL SULFONATED PHOSPHINES - SYNTHESES AND USE AS LIGANDS IN ASYMMETRIC HYDROGENATION USING AN AQUEOUS ORGANIC 2-PHASE SOLVENT SYSTEM [J].

AMRANI, Y ;

LECOMTE, L ;

SINOU, D ;

BAKOS, J ;

TOTH, I ;

HEIL, B .

ORGANOMETALLICS, 1989, 8 (02) :542-547

[2] CATALYTIC AND STRUCTURAL STUDIES OF RHI COMPLEXES OF (-)-(2S,4S)-2,4-BIS(DIPHENYLPHOSPHINO)PENTANE - ASYMMETRIC HYDROGENATION OF ACETOPHENONEBENZYLIMINE AND ACETOPHENONE [J].

BAKOS, J ;

TOTH, I ;

HEIL, B ;

SZALONTAI, G ;

PARKANYI, L ;

FULOP, V .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 370 (1-3) :263-276

[3] A FACILE METHOD FOR THE PREPARATION OF 2,4-BIS(DIPHENYLPHOSPHINO)PENTANE (BDPP) ENANTIOMERS AND THEIR APPLICATION IN ASYMMETRIC HYDROGENATION [J].

BAKOS, J ;

TOTH, I ;

HEIL, B ;

MARKO, L .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 279 (1-2) :23-29

[4]

BAKOS J, 5TH IUPAC S ORG CHEM

[5]

CHEONG CYN, 1990, J AM CHEM SOC, V112, P9400

[6] ASYMMETRIC HOMOGENEOUS HYDROGENATION OF IMINES USING RHODIUM PHOSPHINE SYSTEMS [J].

CULLEN, WR ;

FRYZUK, MD ;

JAMES, BR ;

KUTNEY, JP ;

KANG, GJ ;

HERB, G ;

THORBURN, IS ;

SPOGLIARICH, R .

JOURNAL OF MOLECULAR CATALYSIS, 1990, 62 (03) :243-253

[7] ASYMMETRIC REDUCTION CATALYZED BY TRANSITION-METAL COMPLEXES .4. SYNTHESIS OF CHIRAL AMINES BY MEANS OF RHODIUM COMPLEX AND 2,3-DIHYDROXY BIS(DIPHENYLPHOSPHINO)-1,4-BUTANE(DIOP) OF ISOPROPYLIDENE [J].

KAGAN, HB ;

LANGLOIS, N ;

DANG, TP .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 90 (03) :353-365

[8]

KAGAN HB, 1988, J ORGANOMET CHEM, P1466

[9] RHODIUM(I)-CATALYZED ASYMMETRIC HYDROGENATION OF IMINES [J].

KANG, GJ ;

CULLEN, WR ;

FRYZUK, MD ;

JAMES, BR ;

KUTNEY, JP .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (22) :1466-1467

[10] ASYMMETRIC SULFONATED PHOSPHINES .5. KINETICS OF PHOSPHINE SULFONATION [J].

LECOMTE, L ;

SINOU, D .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1990, 53 (1-4) :239-251

← 1 2 →