DYNAMIC KINETIC RESOLUTION

被引:374
作者
WARD, RS
机构
[1] Chemistry Department, University of Wales Swansea, Swansea, SA2 8PP, Singleton Park
关键词
D O I
10.1016/0957-4166(95)00179-S
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The equilibration of a mixture of enantiomers or diastereoisomers prior to or during kinetic resolution permits the isolation of a single isomer of one product in >50% yield. Examples of such processes involving both enantioselective and diastereoselective reactions are discussed. In some cases highly efficient processes are available, yielding, for example, cyanohydrin acetates and alpha-substituted carboxylic acid derivatives in high yield and with high e.e. and d.e. respectively.
引用
收藏
页码:1475 / 1490
页数:16
相关论文
共 64 条
[1]   AN EFFICIENT ASYMMETRIC-SYNTHESIS OF (R)-3-AMINO-2,3,4,5-TETRAHYDRO-1H-[1]BENZAZEPIN-2-ONE [J].
ARMSTRONG, JD ;
ENG, KK ;
KELLER, JL ;
PURICK, RM ;
HARTNER, FW ;
CHOI, WB ;
ASKIN, D ;
VOLANTE, RP .
TETRAHEDRON LETTERS, 1994, 35 (20) :3239-3242
[2]   ABSOLUTE ASYMMETRIC SYNTHESIS .1. ON MECHANISM OF PHOTOCHEMICAL SYNTHESIS OF NONRACEMIC HELICENES WITH CIRCULARLY POLARIZED-LIGHT - WAVELENGTH DEPENDENCE OF OPTICAL YIELD OF OCTAHELICENE [J].
BERNSTEI.WJ ;
CALVIN, M ;
BUCHARDT, O .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (02) :494-&
[3]   LIPASE-CATALYZED ENANTIOSELECTIVE RING-OPENING OF OXAZOL-5(4H)-ONES COUPLED WITH PARTIAL INSITU RACEMIZATION OF THE LESS REACTIVE ISOMER [J].
BEVINAKATTI, HS ;
NEWADKAR, RV ;
BANERJI, AA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (16) :1091-1092
[4]  
BHIDE R, 1990, TETRAHEDRON LETT, V31, P4829
[5]   DIASTEREOSELECTIVE AND ENANTIOSELECTIVE MICROBIOLOGICAL REDUCTION OF 2-METHYL 3-OXOALKANOATES [J].
BUISSON, D ;
SANNER, C ;
LARCHEVEQUE, M ;
AZERAD, R .
TETRAHEDRON LETTERS, 1987, 28 (34) :3939-3940
[6]   MICROBIAL REDUCTION OF 1-TETRALONE 2-CARBOXYESTERS AS A SOURCE OF NEW ASYMMETRIC SYNTHONS [J].
BUISSON, D ;
CECCHI, R ;
LAFFITTE, JA ;
GUZZI, U ;
AZERAD, R .
TETRAHEDRON LETTERS, 1994, 35 (19) :3091-3094
[7]  
BUISSON D, 1986, TETRAHEDRON LETT, V27, P2621
[8]   ENANTIOSELECTIVE HOMOGENEOUS CATALYSIS INVOLVING TRANSITION-METAL ALLYL INTERMEDIATES [J].
CONSIGLIO, G ;
WAYMOUTH, RM .
CHEMICAL REVIEWS, 1989, 89 (01) :257-276
[9]   CHIRAL RECOGNITION IN THE REACTION OF THE ENOLATE DERIVED FROM [(ETA-5-C5H5)FE(CO)(PPH3)COCH2OCH2PH] WITH 1-PHENYLETHYL BROMIDE [J].
DAVIES, SG ;
MIDDLEMISS, D ;
NAYLOR, A ;
WILLS, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (11) :797-799
[10]   AMINO-ACID TRANSFORMATION .7. CHEMOENZYMATIC SYNTHESES OF OMEGA-UREIDO D-AMINO ACIDS [J].
DRAUZ, K ;
KOTTENHAHN, M ;
MAKRYALEAS, K ;
KLENK, H ;
BERND, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1991, 30 (06) :712-714