Skewphos-Ru(II): An efficient catalyst for asymmetric hydrogenation of functionalized ketones

被引:24
作者
Blanc, D
Henry, JC
RatovelomananaVidal, V
Genet, JP
机构
[1] Lab. de Synthèse Organique, Associé au C.N.R.S., Ecl. Natl. Sup. de Chimie de Paris, 75231 Paris Cedex 05
关键词
D O I
10.1016/S0040-4039(97)01522-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric hydrogenation of prochiral keto groups with (S.S) and (R,R)-SkewphosRuBr(2) prepared in situ is described, Good enantiomeric excesses up to 95% were obtained. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:6603 / 6606
页数:4
相关论文
共 19 条
[1]   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
[2]   AN ASYMMETRIC HYDROGENATION SYSTEM BREEDING ITS OWN COUNTER-CONFIGURATED LIGAND [J].
BRUNNER, H ;
TERFORT, A .
TETRAHEDRON-ASYMMETRY, 1995, 6 (04) :919-922
[3]   PREPARATION AND USE OF C2-SYMMETRICAL BIS(PHOSPHOLANES) - PRODUCTION OF ALPHA-AMINO-ACID DERIVATIVES VIA HIGHLY ENANTIOSELECTIVE HYDROGENATION REACTIONS [J].
BURK, MJ ;
FEASTER, JE ;
NUGENT, WA ;
HARLOW, RL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (22) :10125-10138
[4]   HIGHLY ENANTIOSELECTIVE HYDROGENATION OF BETA-KETO-ESTERS UNDER MILD CONDITIONS [J].
BURK, MJ ;
HARPER, TGP ;
KALBERG, CS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (15) :4423-4424
[5]  
Genet JP, 1996, ACS SYM SER, V641, P31
[6]   ENANTIOSELECTIVE HYDROGENATION REACTIONS WITH A FULL SET OF PREFORMED AND PREPARED IN-SITU CHIRAL DIPHOSPHINE-RUTHENIUM(II) CATALYSTS [J].
GENET, JP ;
PINEL, C ;
RATOVELOMANANAVIDAL, V ;
MALLART, S ;
PFISTER, X ;
BISCHOFF, L ;
DEANDRADE, MCC ;
DARSES, S ;
GALOPIN, C ;
LAFFITTE, JA .
TETRAHEDRON-ASYMMETRY, 1994, 5 (04) :675-690
[7]   NOVEL, GENERAL-SYNTHESIS OF THE CHIRAL CATALYSTS DIPHOSPHINE-RUTHENIUM(II) DIALLYL COMPLEXES AND A NEW PRACTICAL IN-SITU PREPARATION OF CHIRAL RUTHENIUM(II) CATALYSTS [J].
GENET, JP ;
PINEL, C ;
RATOVELOMANANAVIDAL, V ;
MALLART, S ;
PFISTER, X ;
DEANDRADE, MCC ;
LAFFITTE, JA .
TETRAHEDRON-ASYMMETRY, 1994, 5 (04) :665-674
[8]  
GENET JP, 1995, ACROS ORGANICS ACTA, V1, P4
[9]  
INOGUCHI K, 1992, SYNLETT, P169
[10]   ASYMMETRIC-SYNTHESIS - ASYMMETRIC CATALYTIC-HYDROGENATION USING CHIRAL CHELATING 6-MEMBERED RING DIPHOSPHINES [J].
MACNEIL, PA ;
ROBERTS, NK ;
BOSNICH, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (09) :2273-2280