Enantiofacially selective binding of prochiral olefins to a chiral catalyst via simultaneous face-face and edge-face aromatic interactions

被引:103
作者
Quan, RW [1 ]
Li, Z [1 ]
Jacobsen, EN [1 ]
机构
[1] HARVARD UNIV,DEPT CHEM & BIOL CHEM,CAMBRIDGE,MA 02138
关键词
D O I
10.1021/ja9618098
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:8156 / 8157
页数:2
相关论文
共 26 条
[1]   AROMATIC INTERACTIONS [J].
BLUNDELL, T ;
SINGH, J ;
THORNTON, J ;
BURLEY, SK ;
PETSKO, GA .
SCIENCE, 1986, 234 (4779) :1005-1005
[2]   AROMATIC-AROMATIC INTERACTION - A MECHANISM OF PROTEIN-STRUCTURE STABILIZATION [J].
BURLEY, SK ;
PETSKO, GA .
SCIENCE, 1985, 229 (4708) :23-28
[3]   Kinetic investigations provide additional evidence that an enzyme-like binding pocket is crucial for high enantioselectivity in the bis-cinchona alkaloid catalyzed asymmetric dihydroxylation of olefins [J].
Corey, EJ ;
Noe, MC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (02) :319-329
[4]   THE ORIGIN OF GREATER THAN 200/1 ENANTIOSELECTIVITY IN A CATALYTIC DIELS-ALDER REACTION AS REVEALED BY PHYSICAL AND CHEMICAL STUDIES [J].
COREY, EJ ;
LOH, TP ;
ROPER, TD ;
AZIMIOARA, MD ;
NOE, MC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (21) :8290-8292
[5]   POLAR/PI INTERACTIONS BETWEEN STACKED ARYLS IN 1,8-DIARYLNAPHTHALENES [J].
COZZI, F ;
CINQUINI, M ;
ANNUNZIATA, R ;
DWYER, T ;
SIEGEL, JS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) :5729-5733
[6]   THE NATURE OF STACKING INTERACTIONS BETWEEN ORGANIC-MOLECULES ELUCIDATED BY ANALYSIS OF CRYSTAL-STRUCTURES [J].
DAHL, T .
ACTA CHEMICA SCANDINAVICA, 1994, 48 (02) :95-106
[7]   BIS(IMINE)-COPPER(II) COMPLEXES AS CHIRAL LEWIS-ACID CATALYSTS FOR THE DIELS-ALDER REACTION [J].
EVANS, DA ;
LECTKA, T ;
MILLER, SJ .
TETRAHEDRON LETTERS, 1993, 34 (44) :7027-7030
[8]   DISSOCIATION-ENERGIES OF THE BENZENE DIMER AND DIMER CATION [J].
GROVER, JR ;
WALTERS, EA ;
HUI, ET .
JOURNAL OF PHYSICAL CHEMISTRY, 1987, 91 (12) :3233-3237
[9]   MOLECULAR CLEFTS .4. AN APPROACH TO STRUCTURAL ANALOGS OF ECHINOMYCIN - SYNTHESIS OF A NEW CLASS OF SYNTHETIC MOLECULAR TWEEZERS [J].
HARMATA, M ;
BARNES, CL ;
KARRA, SR ;
ELAHMAD, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (18) :8392-8393
[10]   MOLECULAR CLEFTS .3. THE CRYSTAL-STRUCTURE OF A CHIRAL MOLECULAR TWEEZER AND ITS GUEST [J].
HARMATA, M ;
BARNES, CL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (14) :5655-5657