Chemistry Research

A novel strategy for improving our understanding of, and ability to utilise, nitrosation as a post-translational modification by a covalent binder strategy. Published in JACS by Jiangbing Wu and Zhangjian Huang. pubs.acs.org/doi/10.1021/...

Gedenktafel aus Metall mit der Überschrift "Historische Stätten der Chemie". Der Text würdigt die Chemiker Ernst Beckmann (1853–1923) und Wilhelm Ostwald (1853–1932), die in dem Gebäude forschten, lehrten und wohnten. Beckmann war Professor für Angewandte Chemie und Direktor des entsprechenden Labors von 1897 bis 1912. Ostwald war Professor für Physikalische Chemie und leitete das II. Chemische Laboratorium der Universität Leipzig von 1887 bis 1897. Die Tafel beschreibt Beckmanns Arbeiten zur Molekulargewichtsbestimmung und der Beckmannschen Umlagerung sowie Ostwalds Mitbegründung der Leipziger Schule der Physikalischen Chemie. Erwähnt werden weitere bedeutende Chemiker wie Svante Arrhenius, Walther Nernst und Berthold Rassow. Das Gebäude war zwischen 1944 und 1950 einzig unzerstörtes chemisches Universitätslaboratorium. Es diente später Karl Friedrich Bonhoeffer und Leopold Wolf zum Neubeginn. Die Enthüllung erfolgte am 15. Mai 2009 im 600. Jubiläumsjahr der Universität. Herausgeber ist die Gesellschaft Deutscher Chemiker (GDCh).

Ich arbeite im selben Gebäude, in dem vor über hundert Jahren schon Wilhelm Ostwald und Ernst Beckmann gearbeitet haben, zwei große Namen der Chemie 🧑‍🔬
Deshalb war ich neugierig und habe mal ein wenig über die beiden recherchiert.
Fangen wir mit Wilhelm Ostwald an 🧵

Total Synthesis of (+)-Ansatrienol K The first total synthesis of ansatrienol K, a novel trienomycin congener featuring a diene moiety within its 19-membered macrolactam ring, is reported. Key steps include two sequential palladium-catalyzed cross-coupling reactions for constructing the trisubstituted benzene ring and two distinct strategies for assembling the C6–C18 fragment. A Co2(CO)8-catalyzed carbonylative epoxide ring-opening provided the diene fragment, while late-stage Stewart–Grubbs catalyst-mediated diene-ene ring-closing metathesis (RCM) enabled efficient macrocyclization.

Diene-En Ring-Closing Metathesis has regioselectivity and cis/trans selectivity challenges. Jin-Ming Gao and colleagues from Northwest A&F #University showed it can be effective with their #totalsynthesis of ansatrienol K in the Journal of Organic Chemistry.
pubs.acs.org/doi/full/10....

#chemistry

Catalytic Enantioselective α‐Ethynylation of Oxindoles: Total Synthesis of (‐)‐Corynoxine, (‐)‐Isorhynchophylline, (‐)‐Aspidospermidine, and (‐)‐Limaspermidine A novel catalytic enantioselective α-ethynylation of oxindoles is realized by virtue of spiropyrrolidine amide (SPA)-triazolium organocation catalysis. Taking advantage of this methodology and develo...

Yong-Qiang Tu’s team (Lanzhou) developed a highly enantioselective method to access α-ethynylated 3-substituted oxindoles using a hypervalent iodine reagent and triazolium catalyst. This unlocks key interm for alkaloid synthesis - demonstrated in Angew. Chem.

onlinelibrary.wiley.com/doi/10.1002/...

Saarvienin A—A Novel Glycopeptide with Potent Activity against Drug‐Resistant Bacteria A structurally distinct glycopeptide, saarvienin A, represents a new family of glycopeptide antibiotics consisting of five sugar/aminosugar units connected to a halogenated peptide core. Saarvienin A...

German researchers isolated saarvienin A, a novel glycopeptide #antibiotic from Amycolatopsis. Reported by Rolf Müller in @angewandtechemie.bsky.social it overcomes vancomycin resistance in Gram-positive bacteria but also shows eukaryotic cytotoxicity.

onlinelibrary.wiley.com/doi/10.1002/...

Cascade reaction brings a new dimension to amine synthesis Method creates two new rings and four new bonds

A synthetic methodology developed by chemists in India can obtain complex caged amines from readily attainable azolium bromide salts through a cascade of annulation reactions.

ByeTAC: Bypassing E-Ligase-Targeting Chimeras for Direct Proteasome Degradation The development of targeted protein degradation by recruiting a protein of interest to a ubiquitin ligase to facilitate its degradation has become a powerful therapeutic tool. The potential of this ap...

While disease treatments often inhibit proteins, #PROTAC degrade them via ubiquitinase-protease recruitment. Darci Trader @ucirvine.bsky.social now show in J Med Cem proteases can be recruitet without ubiquitinases — a still less potent but interesting alternative.

pubs.acs.org/doi/10.1021/...

Aryl Acid-Alcohol Cross-Coupling: C(sp3)–C(sp2) Bond Formation from Nontraditional Precursors Alcohols and aryl carboxylic acids are among the most commercially abundant, synthetically versatile, and operationally convenient building blocks in organic chemistry. Despite their widespread availa...

When you think of a reaction between an acid and an alcohol, you think of an ester as the product. David MacMillan and co-workers have now described a different pathway: Selective decarbonylative C-C coupling via a metal-catalyzed photoredox reaction.

#chemistry

pubs.acs.org/doi/10.1021/...

Deracemisation lead to enriched alpha Amino Aldehydes | Stephan Scheeff Luo and coworkes from Tsinghua University report a novel method for deracemisation in JACS

Luo et al. from Tsinghua University #China report in #JACS a novel method to create enantioenriched α-amino aldehydes using photocatalysis. Through this strategy α-amino aldehydes with up to 93% ee could be synthesised.

me.organicchemistry.eu/post/deracem...

#Chemistry #Research

Novel Synthetic Approach for the Synthesis of Pyrroloiminoquinones | Stephan Scheeff The total synthesis of aleutianamin was enabled by a new convergent coupling reaction.

J Tuccinardi and J Wood from Baylor University ( #USA), introduced a strategy to synthesize the core of aleutianamine. Their study in #JACS involved a vinylogous Mukaiyama-Michael reaction cascade using two previously unknown coupling partners.
#chemistry
me.organicchemistry.eu/post/aleutia...

Tanzania declares Marburg virus disease outbreak With one confirmed case, public health officials are tracing contacts and hoping to ramp up testing

Marburg, an RNA virus that belongs to the family of filoviruses, is causing an outbreak in Tanzania. No approved vaccines or therapeutics for Marburg virus disease exist. cen.acs.org/biological-c... 🧪 #scinews #biosky

Computer aided Total Synthesis of 25 Picrotoxanes (Li, Shenvi) | Stephan Scheeff Calculations optimise the total synthesis of natural products by addressing challenges in the 1,5 HAT key reaction.

Computer-aided synthesis: R. Shenvi (@shenvi.bsky.social) and C. Li published in #Nature the synthesis of 25 picrotoxanes. Their 1,5-HAT key reaction was challenged by β-scission, therefore DFT based calculations helped to design usable intermediates.
Read more me.organicchemistry.eu/post/picroto...

Total Synthesis of Hei... | Organic Chemistry Heilonine is an alkaloid isolated in 1989 from Fritillaria ussuriensis and belongs to the structural...

Early this year Mingji Dai and his lab described the total synthesis of heilonine in #JACS (10.1021/jacs.3c13492). It is short and elegant, using multiple C-H functionalisations and a Nazarov cyclisation.

Read more: www.organicchemistry.eu/books/total-...

#chemistry #science #totalsynthesis

The most recent publication from our very productive collaboration with the flow chemistry experts at University Graz is now in print in Angewandte Chemie. Shown applications have high relevance for medicinal chemistry, especially in the #TPD space. onlinelibrary.wiley.com/doi/full/10....

Total Synthesis papers are amongst the most downloaded, which is a measure of importance & broad interest. Yet it’s not uncommon to have >10,000 downloads with <50 citations. If I were obsessed with my h-factor, I’d stop publishing total syntheses now. But you gotta what you truly love doing!

Chemdle Curated daily chemistry problems. Six attempts to solve the questions, on topics from named reactions to total synthesis.

Synthetic chemists! If you haven’t discovered chemdle yet, you are missing out big time! Synthesis meets wordle!

www.chemdle.com

Development of a Highly Enantioselective Catalytic Di-π-methane Rearrangement The di-π-methane (DPM) rearrangement is an important organic photorearrangement that converts 1,4-diene-containing compounds to vinyl cyclopropanes, often resulting in extensive, synthetically valuabl...

New paper: I love this project because it spans three dissertations (Sam, Steven, and Tahoe) and because it gives me the opportunity to remind folks that the di-pi-methane reaction should by all rights be called the Zimmerman rearrangement. pubs.acs.org/doi/10.1021/...

The Fatal Mushroom Neurotoxin Muscarine is Released from a Harmless Phosphorylated Precursor upon Cellular Injury l-(+)-Muscarine is one of the most toxic mushroom metabolites. We identified its congener 4’-phosphomuscarine in the fool's funnel and in various fiber cap mushrooms, and chemically and pharmacologic...

Muscarine is a well-known toxin in mushrooms. Despite its importance in deadly poisoning, it's metabolic profile is poorly understood. In a new study published in Angewandte Chemie, researchers from the Leibniz HKI have identified a novel metabolite.

onlinelibrary.wiley.com/doi/10.1002/...

Pleurotin is a benzoquinone meroterpenoid that was first isolated in the late 1940s. Recently, Ya-Qiu Long and his team from Soochow University (#China) published a novel synthetic route in the journal JACS Au.

Read more here: www.organicchemistry.eu/books/total-...

#chemistry

Ligand-Enabled Cu-Catalyzed Stereoselective Synthesis of P‑Stereogenic ProTides Shuai-Shuai Fang, Xiang Jun Hu, Ming-Hong Li, Shuang Qi, Tian Xie, Jia-Bao Wang, Hong-Qing Yao, Jian Zhang, Jun-Hua Zhang, Lijuan Zhu, Ming Shang JACS 2024 10.1021/jacs.4c12920

Efficient Synthesis of ProTide antivirals: A team from from #Fudan University and #Shanghai Jiao Tong University reporting a copper-catalyzed method for synthesizing chiral phosphates in #JACS.

Read more: doi.org/10.1021/jacs.4c12920

#MedChem #Antivirals #Research #Science #Chemistry

A solution to the anti-Bredt olefin synthesis problem Graphical abstract snippet of the work

Every student in #chemistry will encounter the Bredt rule at least once in their studies. Recently, a research team led by Neil K. Garg from the University of California (USA) published findings on access to anti-Bredt type olefins as intermediates in #Science.

www.science.org/doi/10.1126/...

Hi, I am going to give this platform a try. My main account is on Mastodon but I feel there is a bit more conversation going on here. Let's find out.

From time to time I will share some interesting research in #chemistry, #medicinalchemistry, #totalsynthesis and #organicchemistry.