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The chapter aims to provide, on the one hand, a comprehensive model illustrating how the observed NMR signal depends on the chemical composition of the sample treated with a chiral agent, and on the other hand, it serves as a quick guide helping with the choice of an appropriative chiral agent that optimally fits a given studied chiral compound. The guidelines are organized according to the functional groups present in the studied substance, i.e., for alcohols, amines, carboxylic acids, aldehydes, ketones, esters, and amides, the most appropriate chiral agents are suggested. The chapter also includes a brief overview summarizing the importance of the chirality of active pharmacological ingredients (APIs) that underlines the reasons for studying chemical substances using chiral agents. The discussion regarding the impact of molecular flexibility on the application of chiral agents is exemplified through a case study involving a chiral API, solifenacin.

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