2 ENANTIOSELECTIVE SYNTHESES OF A PRECURSOR OF THE BIOLOGICALLY MOST ACTIVE ISOMER OF CGA 80000 (CLOZYLACON)

被引:36
作者
BUSER, HP [1 ]
PUGIN, B [1 ]
SPINDLER, F [1 ]
SUTTER, M [1 ]
机构
[1] CIBA GEIGY AG,CENT RES LABS,CH-4002 BASEL,SWITZERLAND
关键词
D O I
10.1016/S0040-4020(01)86523-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The unchlorinated precursor 4 of CGA 80000 (1) was synthesized enantioselectively by two conceptionally different routes: a) by a ''chiral pool'' approach starting from L-malic acid and b) by enantioselective hydrogenation of an enamide intermediate, catalyzed by chiral Rh- or Ru-phosphine-complexes.
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页码:5709 / 5716
页数:8
相关论文
共 23 条
[1]  
ATTENBURROW J, 1952, J CHEM SOC, P1104
[2]   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
[3]  
Brown J. M., 1983, HOMOGENEOUS CATALYSI, P137
[4]  
Comico, 1985, MIKROBITTI, V2, P71
[5]  
ECKHARDT W, IN PRESS PESTICIDE S
[6]  
ECKHARDT W, 1988, Patent No. 275523
[7]  
ECKHARDT W, 1988, Patent No. 4721797
[8]  
EGGERER H, 1964, LIEBIGS ANN CHEM, V677, P200
[9]   STRUCTURAL REQUIREMENTS IN CHIRAL DIPHOSPHINE-RHODIUM COMPLEXES .12. ASYMMETRIC HOMOGENEOUS HYDROGENATION OF Z-ALPHA-N-METHYLACETAMIDOCINNAMIC ACID AND METHYL-ESTER CATALYZED BY RHODIUM(I) COMPLEXES OF DIOP AND ITS CARBOCYCLIC ANALOGS [J].
GLASER, R ;
GERESH, S ;
TWAIK, M ;
BENOITON, NL .
TETRAHEDRON, 1978, 34 (24) :3617-3621
[10]  
GLASER R, 1979, ISRAEL J CHEM, V20, P102