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The Cyclo Edition

Matthew Genzink

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The Cyclo Edition is the podcast for those looking to go above and beyond in their understanding of organic chemistry literature. In each episode we break down a recently published paper and detail the background, explain the breakthrough, and analyze the broader impacts of the paper on the field.
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In this episode we discuss a report from the Hartwig lab on an enantioselective hydroamination reaction. Through rational catalyst design, a cationic iridium complex was discovered that adds an amine N–H bond across a range of unactivated, internal alkenes. DOI: 10.1038/s41586-020-2919-z Xi, Y.; Ma, S.; Hartwig, J. F. Catalytic asymmetric addition …
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In this episode we discuss a report from the Jacobsen lab on an enantioselective synthesis of difluorinated alkyl bromides catalyzed by a chiral iodoarene. Linear free energy relationships between experimental enantioselectivities and computed catalyst parameters helped elucidate the origins of enantioselectivity. DOI: 10.1021/jacs.0c07043…
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In this episode we discuss a report from the Knowles lab on a method for catalytic deracemization using visible light. This strategy benefits from two independent stereoselective steps resulting in a highly enantioselective transformation. DOI: 10.1126/science.aay2204.
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In this episode we interview the authors of a new paper on catalyst-controlled silver-catalysed nitrene transfer. By changing the ligand on silver the catalyst selectively functionalizes beta or gamma C-H bonds to form amino alcohols. Link: https://rdcu.be/bQGsf
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In this episode we analyze a set of papers from the Ritter lab where they describe a new methodology for highly selective C–H functionalization reactions. Using thianthrenium salts as a synthetic linchpin, the Ritter lab demonstrates para selective amination, trifluoromethylation, and C–C cross-coupling reactions each in an effective two-step synth…
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In this episode we analyze a paper from the Lambert lab where they report a new catalyst which upon electrochemical oxidation and photochemical excitation becomes a potent oxidant. The authors apply this strategy to coupling arenes and nitrogen heterocycles. DOI: 10.1002/anie.201906381
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In this episode we discuss a recent report from the Leonori lab on a new method for carbon-nitrogen bond formation by direct reaction of arenes and alkyl amines using photocatalysis. DOI: https://doi.org/10.1038/s41557-019-0254-5
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