Radical-mediated Dimerization and Oxidation Reactions for the Synthesis of Complex Alkaloids
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Movassaghi_Radical-mediated.pdf
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3.99 MB
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Author(s) • •
Lathrop, Stephen
Kim, Justin
Movassaghi, Mohammad
Date Issued
June 2012
Journal
CHIMIA International Journal for Chemistry
Publisher
Swiss Chemical Society
Citation
Lathrop, Stephen Paul; Kim, Justin; Movassaghi, Mohammad. Chimia (Aarau). 2012; 66(6): 389–393.
Version
Author's final manuscript
Abstract
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.
Description
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MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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Creative Commons Attribution-Noncommercial-Share Alike 3.0
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DOI of Published Version
https://doi.org/10.2533/chimia.2012.389