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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Asymmetric Hydroamination
36:01
36:01
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36:01
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 interview Mark Levin, an Assistant Professor at UChicago. We discuss his recent publication with the Jacobsen group, life as a new professor, and places to eat in Chicago.
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Difluorinated Alkyl Bromide Synthesis via Chiral Iodoarene Catalysis
30:11
30:11
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30:11
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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Marshall Brennan Interview
53:35
53:35
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53:35
In this episode we interview Marshall Brennan, the founder and Senior Product Manager of ChemRxiv. We discuss open-access publishing, alternative chemistry careers, and much more.
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Daniele Leonori Interview
36:41
36:41
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36:41
In this episode we interview Dr. Daniele Leonori, who is a professor of chemistry at the University of Manchester. We discuss his recent paper on dehydrogenative aniline synthesis, differences between the UK and US academic system, and much more.
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Dehydrogenative Aniline Synthesis
35:29
35:29
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35:29
In this episode we discuss a report from the Leonori lab on a photochemical dehydrogenative strategy for aniline synthesis. Photoredox and cobalt catalysis are combined to transform cyclohexanones into anilines. DOI: 10.1038/s41586-020-2539-7
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M. Christina White Interview
55:22
55:22
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55:22
In this episode we interview Dr. M. Christina White, who is a professor of chemistry at the University of Illinois. We discuss her recent paper on C–H methylation as well as her program on site-selective C–H oxidation chemistry.
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Late-Stage C–H Methylation
34:54
34:54
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34:54
In this episode we discuss a report from the White lab on a new method for late-stage C–H methylation adjacent to heteroatoms. DOI: 10.1038/s41586-020-2137-8
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Total Synthesis of Maximiscin
37:20
37:20
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37:20
In this episode we discuss the total synthesis of (–)-maximiscin reported by the Baran lab. The route takes advantage of a convergent fragment coupling strategy with a late-stage formation of the central pyridone ring. DOI: https://doi.org/10.1021/jacs.0c03202
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Photocatalytic Deracemization
33:56
33:56
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33:56
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 Jake Yeston, who is Science's editor for physical sciences research.
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Total Synthesis of Perseanol
23:30
23:30
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23:30
In this episode we discuss the total synthesis of (+)-perseanol reported by the Reisman lab. The route proceeds in 16 steps and takes advantage of a convergent fragment coupling strategy. DOI: https://doi.org/10.1038/s41586-019-1580-x
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Silver-Catalysed Nitrene Transfer
26:17
26:17
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26:17
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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Organocatalytic Mitsunobu Reactions
24:03
24:03
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24:03
In this episode we analyze a new paper from the Denton lab where they report a redox-neutral organocatalytic Mitsunobu reaction eliminating the need for stoichiometric, hazardous reagents. DOI: 10.1126/science.aax3353
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Thianthrenium Salts as New Synthetic Linchpin
21:26
21:26
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21:26
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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Electrophotocatalytic C-H Oxidation
18:07
18:07
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18:07
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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Total Synthesis of Arcutinidine
19:40
19:40
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19:40
In this episode we analyze the total synthesis of arcutinidine developed by the Li lab and compare it to recent syntheses completed by the Sarpong and Qin labs.
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Derivatizing Chiral Phosphorothioate Salts
23:11
23:11
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23:11
In this episode we discuss a new paper from the Schoenebeck lab where they report a new method to couple aryl iodides and chiral phosphorothioate salts using Pd(I) dimer catalysis.
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Cleaving Olefins through Hydrodealkenylation
24:21
24:21
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24:21
In this episode we analyze a new paper from the Kwon lab where they report a deconstructive strategy to access chiral synthetic intermediates starting from terpene and terpenoid derived precursors. DOI: 10.1126/science.aaw4212
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Photochemical C-H Amination through in situ N-Chloroamines - Leonori
25:00
25:00
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25:00
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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Introducing The Cyclo Edition—the podcast for those looking to go above and beyond in their understanding of organic literature. Episodes will be released every other week starting June 10.
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