Free radical strategies for bioactive molecule synthesis - Undergraduate Supplement

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Project Summary Through our expertise in photo- and electrochemical methodology, the proposed work will afford novel molecular scaffolds relevant and of interest to modern drug discovery. Through the utilization of single-electron methodologies described herein, we can generate previously inaccessible saturated carbocylces that have the potential to advance long standing challenges within drug discovery. Through companion photochemical methodologies, novel access to 1- aminonobornanes (1-aminoNBs), aminocyclopentanes, and bicyclo[3.1.1]heptan-1-amines has established a robust platform from which to explore new carbocyclic frameworks as diverse, sp3- rich chemical building blocks. Fundamental investigations of the imine photochemistry underlying these transformations will yield further applications beyond carbocycle formation. The intersection of our photochemical methods with transition metal catalyzed reactions provides a practical means of introducing desirable functionality (i.e. saturated motifs) onto ubiquitous aromatic backbones. Ultimately, we will utilize the power of single-electron transformations to gain access to new chemical space which we are confident will afford translational opportunities in drug discovery and beyond.