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Dynamic Stereochemistry of Chiral Compounds

年份:2007 · DOI:10.1039/9781847558091 · 被引用次数:136 · 研究领域:Axial and Atropisomeric Chirality Synthesis

This book provides an overview of fundamental concepts of asymmetric synthesis highlighting the significance of stereochemical and stereodynamic reaction control. Topics include kinetic resolution (KR), dynamic kinetic resolution (DKR), dynamic kinetic asymmetric transformation (DYKAT), and dynamic thermodynamic resolution (DTR). In-depth discussions of asymmetric synthesis with chiral organolithium compounds, atropisomeric biaryl synthesis, self-regeneration of stereogenicity (SRS), chiral amplification with chiral relays and other commonly used strategies are also provided. Particular emphasis is given to selective introduction, interconversion and translocation of central, axial, planar, and helical chirality. A systematic coverage of stereochemical principles and stereodynamic properties of chiral compounds guides the reader through the book and establishes a conceptual linkage to asymmetric synthesis, molecular devices that resemble the structure and stereomutations of propellers, bevel gears, switches and motors, and topologically chiral assemblies such as catenanes and rotaxanes. Racemization and diastereomerization reactions of numerous chiral compounds are discussed as well as the principles, scope and compatibility of commonly used analytical techniques. Details of analytical methods are provided and discussed as well as topics relating to the design of fascinating topologically chiral assemblies and molecular technomimetic devices in the context of dynamic stereoch...