Our group has focused on augmenting the high enantioselectivities of enzyme-catalyzed reactions with transition metal-catalyzed processes that are able to stereospecifically alter the position and substitution of enzymatically derived stereochemistry. (5,6) One significant drawback of enzymes, however, is their often-limited substrate compatibility toward small organic molecules. Enzymatic reactions are a prime source of enantioenriched material, and their use has been critical to the development of enantioselective reactions. Therefore, deeper understanding of the importance of piperidine and pyrrolidine alkaloids is reliant on the development of new strategies for their enantioselective synthesis. (1−4) Importantly, the biological activity of these molecules is often tied to a specific enantiomer. Nitrogen heterocycles are ubiquitous among natural products and are found in countless pharmaceutical compounds. Functionalized piperidine and pyrrolidine alkaloids are a broad and diverse class of molecules that typically exhibit high levels of biological activity.
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