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Download fileAerobic, Diselenide-Catalyzed Redox Dehydration: Amides and Peptides
journal contribution
posted on 2018-01-11, 19:50 authored by Srirama
Murthy Akondi, Pavankumar Gangireddy, Thomas C. Pickel, Lanny S. LiebeskindAt 2.5 mol % loadings using reaction
temperatures between 30–55
°C, ortho-functionalized diaryl diselenides are highly effective
organocatalytic oxidants for aerobic redox dehydrative amidic and
peptidic bond formation using triethyl phosphite as a simple terminal
reductant. This simple-to-perform organocatalytic reaction relies
on the ability of selenols to react directly with dioxygen in air
without recourse to metal catalysts. It represents an important step
toward the development of a general, economical, and benign catalytic
redox dehydration protocol.
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terminal reductantAerobicmoldioxygenselenol2.5loadingPeptideredox dehydrative amidicDiselenide-Catalyzed Redox Dehydrationreaction temperaturesorganocatalytic oxidantsabilityAmideredox dehydration protocolmetal catalystsrecoursesimple-to-perform organocatalytic reactionpeptidic bond formationtriethyl phosphiteortho-functionalized diaryl diselenides