RUTHENIUM-CATALYZED ENANTIOSELECTIVE HYDROGENATION OF 1,3-O-DISUBSTITUTED 1,3-DIHYDROXYPROPAN-2-ONES

被引:10
作者
CESAROTTI, E [1 ]
ANTOGNAZZA, P [1 ]
MAURI, A [1 ]
PALLAVICINI, M [1 ]
VILLA, L [1 ]
机构
[1] UNIV MILANO,IST CHIM FARMACEUT & TOSSICOL,I-20131 MILAN,ITALY
关键词
D O I
10.1002/hlca.19920750811
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Optically active 1,3-0-disubstituted glycerols were obtained by enantioselective homogeneous hydrogenation of the corresponding 1,3-0-disubstituted 1,3-dihydroxypropan-2-ones with different Ru(II)-binap complexes. The highest enantioselectivities were obtained with dimeric chloro-ruthenium complexes on the -substrates bearing bulky trityloxy groups.
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收藏
页码:2563 / 2571
页数:9
相关论文
共 22 条
[1]  
ARAGOZZINI F, 1989, SYNTHESIS-STUTTGART, P225
[2]  
BAER E, 1962, BIOCHEMISTRY-US, V74, P518
[3]   ENZYMATIC DIFFERENTIATION OF THE ENANTIOTOPIC HYDROXYMETHYL GROUPS OF GLYCEROL - SYNTHESIS OF CHIRAL BUILDING-BLOCKS [J].
BREITGOFF, D ;
LAUMEN, K ;
SCHNEIDER, MP .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (20) :1523-1524
[4]   DIRECTED HOMOGENEOUS HYDROGENATION [J].
BROWN, JM .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (03) :190-203
[5]  
CESAROTTI E, 1991, TETRAHEDRON LETT, V32, P4384
[6]   SYNTHESIS OF OPTICALLY-ACTIVE COMPOUNDS - A LARGE-SCALE PERSPECTIVE [J].
CROSBY, J .
TETRAHEDRON, 1991, 47 (27) :4789-4846
[7]   NEW EFFICIENT METHODS FOR THE SYNTHESIS AND INSITU PREPARATION OF RUTHENIUM(II) COMPLEXES OF ATROPISOMERIC DIPHOSPHINES AND THEIR APPLICATION IN ASYMMETRIC CATALYTIC HYDROGENATIONS [J].
HEISER, B ;
BROGER, EA ;
CRAMERI, Y .
TETRAHEDRON-ASYMMETRY, 1991, 2 (01) :51-62
[9]   SYNTHESIS OF NOVEL CHIRAL RUTHENIUM COMPLEXES OF 2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL AND THEIR USE AS ASYMMETRIC CATALYSTS [J].
IKARIYA, T ;
ISHII, Y ;
KAWANO, H ;
ARAI, T ;
SABURI, M ;
YOSHIKAWA, S ;
AKUTAGAWA, S .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (13) :922-924
[10]   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