Unexpected Inversions in Asymmetric Reactions: Reactions with Chiral Metal Complexes, Chiral Organocatalysts, and Heterogeneous Chiral Catalysts

被引:344
作者
Bartok, Mihaly [1 ]
机构
[1] Univ Szeged, Dept Organ Chem, Hungarian Acad Sci, Stereochem Res Grp, H-6720 Szeged, Hungary
基金
美国国家科学基金会;
关键词
DIELS-ALDER REACTIONS; ENANTIO-DIFFERENTIATING HYDROGENATION; CINCHONA-MODIFIED PLATINUM; PHASE-TRANSFER CATALYSTS; ALPHA-AMINO-ACIDS; MODIFIED RANEY-NICKEL; 1,3-DIPOLAR CYCLOADDITION REACTIONS; ENANTIOSELECTIVE MICHAEL ADDITION; MODIFIER-SUBSTRATE INTERACTIONS; ISOCINCHONINE-MODIFIED PT/AL2O3;
D O I
10.1021/cr9002352
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An insight into the homogeneous catalytic asymmetric reactions, the organocatalytic reactions, and the heterogeneous catalytic asymmetric reactions was studied. In asymmetric reactions/syntheses of this type, chiral induction is supplied by chiral molecules of natural origin and their synthetic derivatives, or other synthetic chiral compounds. Studies on the stereochemistry of homogeneous asymmetric reactions have taken their models from the hydrogenation and transfer hydrogenation of prochiral compounds with CdC bonds and prochiral ketones in the presence of Rh and Ru complexes. Supported IL catalysts (SILC) have been developed using surface-modified silica, which show good reactivity and reversal of enantioselectivity for the case of the magnesium-based BOX complexes. Studies using Pt catalysts modified with cinchona alkaloids gave unexpected results when derivatives of the parent alkaloids were used.
引用
收藏
页码:1663 / 1705
页数:43
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