Radical-mediated Dimerization and Oxidation Reactions for the Synthesis of Complex Alkaloids
Keywords:Alkaloid, Diazene fragmentation, Hexahydropyrroloindole, Radical dimerization, Radical oxidation
AbstractConcise 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.
How to Cite
S. P. Lathrop, J. Kim, M. Movassaghi, Chimia 2012, 66, 389, DOI: 10.2533/chimia.2012.389.
Copyright (c) 2012 Swiss Chemical Society
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