期刊
SYNTHESIS-STUTTGART
卷 51, 期 5, 页码 1021-1036出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0037-1611636
关键词
asymmetric catalysis; non-covalent interactions; tropos ligands; organocatalysis; peptide catalysis; conformational dynamics
资金
- NSF Graduate Research Fellowship Program
- NIH [1 R01 GM121383]
Traditionally, highly selective low molecular weight catalysts have been designed to contain rigidifying structural elements. As a result, many proposed stereochemical models rely on steric repulsion for explaining the observed selectivity. Recently, as is the case for enzymatic systems, it has become apparent that some flexibility can be beneficial for imparting selectivity. Dynamic catalysts can reorganize to maximize attractive non-covalent interactions that stabilize the favored diastereomeric transition state, while minimizing repulsive non-covalent interactions for enhanced selectivity. This short review discusses catalyst conformational dynamics and how these effects have proven beneficial for a variety of catalyst classes, including tropos ligands, cinchona alkaloids, hydrogen-bond donating catalysts, and peptides. 1 Introduction 2 Tropos Ligands 3 Cinchona Alkaloids 4 Hydrogen-Bond Donating Catalysts 5 Peptide Catalysts 6 Conclusion
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