Online now: Oxygen-atom replacement in non-strained cyclic ethers

Oxygen-atom replacement in non-strained cyclic ethers

A phosphine-mediated oxygen-atom replacement of non-strained cyclic ethers is reported, enabling rapid assembly of N-, S-, and Se-heterocyclic and carbocyclic molecules. Remarkable functional group compatibility and applications in pharmaceutical synthesis highlight the utility of this strategy in drug discovery.

dlvr.it

Happy to share a new way of promoting dual-atom insertion into oxetanes and azetidines to access multi-heteroatom rings using FLP chemistry, just out in @natsynth.nature.com nature.com/articles/s44... #skeletalediting #ringexpansion #FLP

We show that native sugars can be directly merged with N-heteroarenes via redox-active thioglycosyl radical precursors using photocatalysis. Great collaboration with the Chan group from NUS Pharmacy to study the bioactivity of these compounds. #glycotime www.nature.com/articles/s44...

Photocatalytic coupling of unprotected sugars and N-heteroarenes - Nature Synthesis

The synthesis of unprotected C-heteroaryl glycosides is challenging because of the lack of methods to utilize native saccharides as substrates. Now these compounds, capped as redox-active glycosyl sul...

nature.com

Electrifying skeletal editing? Our latest work on a tunable electrochemical method that enables divergent N-heterocycle synthesis via N insertion into carbocycles. #skeletalediting #expansion #electrochemistry #heterocycle

Nature Synthesis@natsynth.nature.com · 9mo ago

Now online: Article by Yu Zhao, Ming Joo Koh & co-workers Divergent synthesis of N heterocycles from carbocycles enabled by electrochemical nitrogen atom insertion www.nature.com/articles/s44... ($) #Chemsky

Now online: Article by Yu Zhao, Ming Joo Koh & co-workers Divergent synthesis of N heterocycles from carbocycles enabled by electrochemical nitrogen atom insertion www.nature.com/articles/s44... ($) #Chemsky

Divergent synthesis of N heterocycles from carbocycles enabled by electrochemical nitrogen atom insertion - Nature Synthesis

A divergent electrochemical nitrogen atom insertion into saturated carbocycles is reported, enabling selective access to either functionalized quinolines or N-alkylated saturated N heterocycles. This ...

nature.com

Another week, another atom swap! This one features adorable--and adorably versatile--oxetanes! cen.acs.org/synthesis/At...

Atom swap unlocks a world of 4-membered rings

Molecular-editing method trades oxygen for other atoms to diversify fragments on the fly

cen.acs.org

A new photocatalytic atom-swapping method enables efficient conversion of oxetanes into diverse four-membered saturated rings, streamlining access to key pharmaceutical building blocks. doi.org/g96442

Atom-swapping blueprint could streamline synthesis of pharmaceutical building blocks

Researchers from NUS have pioneered a photocatalytic atom-swapping transformation that converts oxetanes into a variety of four-membered saturated cyclic molecules, which are key scaffolds in medicinal chemistry.

phys.org

Swapping oxygen in oxetanes? 🪄 Done! With skeletal editing 🙌🏼🦴✨ My latest @chemistryworld.com story covers a cool strategy to introduce nitrogen, carbon, or sulfur instead at a single stroke 🖌️🎨 Amazing, almost magic @nature.com paper by @mjkoh87.bsky.social 👉🏼 www.chemistryworld.com/news/stimula...

‘Stimulating discovery’ leads to strategy to swap oxygen in saturated rings

Skeletal editing pushed beyond aromatic structures, sparking new opportunities in drug discovery

chemistryworld.com

Atom-swapping in a saturated heterocycle? We report a photocatalytic transmutation strategy in @nature.com that exchanges O within an oxetane for N, S, C & even dual atoms, affording various non-aromatic cyclic pharmacophores. #skeletalediting #atomswap #photocatalysis www.nature.com/articles/s41...

Now online: Review article by Achyut R. Gogoi, Ángel Rentería-Gómez, Tong-De Tan, Jun Wei Ng, Ming Joo Koh & Osvaldo Gutierrez Iron-catalysed radical difunctionalization of alkenes www.nature.com/articles/s44... ($) #Chemsky

Iron-catalysed radical difunctionalization of alkenes - Nature Synthesis

Three-component, iron-based catalytic transformations offer a promising and sustainable approach to building complex molecules in a single step. This Review highlights advances and ongoing challenges ...

nature.com

Applications are now open for the Stanford Science Fellows postdoctoral program, opportunity to join an exciting community of scholars! stanfordsciencefellows.stanford.edu

Science Fellows

stanfordsciencefellows.stanford.edu

Cool to have Todd Hyster from Princeton University with us today at NUS Chemistry in Singapore. Photo credits: Jie Wu, Yu Zhao. #photoenzymatic #catalysis

It's a privilege to have Marisa Kozlowski from @pennchemistry.bsky.social with us today at NUS Chemistry in Singapore. Photo credit: Yixin Lu. #organicchemistry #OrgLett

Excited to see our recent difluorocarbene skeletal expansion chemistry being used to make a molecule of the week! Read more about making difluorooxetanes from here: lnkd.in/gad_5fNq Now available from Enamine: new.enaminestore.com/catalog/EN30...

A new skeletal expansion approach to make γ-lactam pharmacophores by Cu-catalyzed difluorocarbene insertion into azetidines. It turns out that some γ-lactam scaffolds are harder to access than azetidines. Just accepted in @angewandtechemie.bsky.social. onlinelibrary.wiley.com/doi/10.1002/...

Site‐Selective Carbonylation of Azetidines via Copper‐Catalyzed Difluorocarbene Insertion

γ-Lactams are privileged five-membered pharmaco-phores in numerous bioactive compounds, but access to these motifs typically rely on cycloaddition/substitution chemistry involving activated substrate...

onlinelibrary.wiley.com

Our latest work in @naturechemistry.bsky.social using copper catalysis to promote difluorocarbene insertion into epoxides, allowing us to access an interesting but elusive class of α,α-difluoro-oxetane pharmacophores. www.nature.com/articles/s41...

Catalytic difluorocarbene insertion enables access to fluorinated oxetane isosteres - Nature Chemistry

Catalytic methods to introduce fluorine into the backbone of small-ring heterocycles are challenging due to the problems of strain-induced ring cleavage and defluorination. Now, a copper catalyst medi...

nature.com