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Practical Consequences of Non‐Linear Effects in Asymmetric Synthesis
Authors:H.   B. Kagan
Abstract:The fundamental principles of non‐linear effects (NLE) are reviewed. Particular emphasis is placed on the case of asymmetric amplification, since it allows one to perform useful chemistry with a non‐enantiopure chiral auxiliary. A strong asymmetric depletion in a catalytic reaction may lead to an underestimation of the actual enantioselectivity of the fully resolved ligand. The study of NLE's is also proving useful as a mechanistic tool in asymmetric catalysis. Similar concepts may be extended to chiral reagents or to kinetic resolution. 1. What is a Non‐Linear Effect in Asymmetric Synthesis? 2. The Conditions for Observing a Non‐Linear Effect in Enantioselective Catalysis 3. Some Simple Models of NLE in Enantioselective Catalysis 4. Comparison of the Sizes of Asymmetric Amplifications 5. Rates and Non‐Linear Effects in Asymmetric Catalysis 6. Non‐Linear Effects Involving Chiral Reagents 7. Mechanistic Applications of Non‐Linear Effects 8. Synthetic Applications 9. Concluding Remarks
Keywords:asymmetric amplification  asymmetric catalysis  asymmetric synthesis  chiral auxiliary  non‐linear effects
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