Radical-mediated Dimerization and Oxidation Reactions for the Synthesis of Complex Alkaloids
Author(s)Lathrop, Stephen; Kim, Justin; Movassaghi, Mohammad
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Concise and general strategies for radical-based dimerization of cyclotryptamine and cyclotryptophan derivatives in addition to radical-based oxidation of structurally complex diketopiperazines are discussed. The impact of these radical-based chemistries on the rapid generation of molecular complexity is highlighted using representative examples from recent complex homodimeric alkaloid total syntheses. Additionally, a new and general strategy for radical-based directed heterodimerization of cyclotryptamine substructures via solvent-caged unsymmetrical diazene fragmentation is discussed.
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DepartmentMassachusetts Institute of Technology. Department of Chemistry
CHIMIA International Journal for Chemistry
Swiss Chemical Society
Lathrop, Stephen Paul; Kim, Justin; Movassaghi, Mohammad. Chimia (Aarau). 2012; 66(6): 389–393.
Author's final manuscript