Applications of halogen-atom transfer (XAT) for the generation of carbon radicals in synthetic photochemistry and photocatalysis

F Juliá, T Constantin, D Leonori - Chemical Reviews, 2021 - ACS Publications
The halogen-atom transfer (XAT) is one of the most important and applied processes for the
generation of carbon radicals in synthetic chemistry. In this review, we summarize and …

Photons or electrons? A critical comparison of electrochemistry and photoredox catalysis for organic synthesis

NES Tay, D Lehnherr, T Rovis - Chemical reviews, 2021 - ACS Publications
Redox processes are at the heart of synthetic methods that rely on either electrochemistry or
photoredox catalysis, but how do electrochemistry and photoredox catalysis compare? Both …

Radical Polarity

JJA Garwood, AD Chen, DA Nagib - Journal of the American …, 2024 - ACS Publications
The polarity of a radical intermediate profoundly impacts its reactivity and selectivity. To
quantify this influence and predict its effects, the electrophilicity/nucleophilicity of> 500 …

Ketyl radical coupling enabled by polycyclic aromatic hydrocarbon electrophotocatalysts

JM Edgecomb, SN Alektiar, NGW Cowper… - Journal of the …, 2023 - ACS Publications
Herein, we report a new class of electrophotocatalysts, polycyclic aromatic hydrocarbons,
that promote the reduction of unactivated carbonyl compounds to generate versatile ketyl …

Carbene reactivity from alkyl and aryl aldehydes

L Zhang, BM DeMuynck, AN Paneque, JE Rutherford… - Science, 2022 - science.org
Carbenes are highly enabling reactive intermediates that facilitate a diverse range of
otherwise inaccessible chemistry, including small-ring formation and insertion into strong σ …

Carbonyl cross-metathesis via deoxygenative gem-di-metal catalysis

L Zhang, DA Nagib - Nature chemistry, 2024 - nature.com
Carbonyls and alkenes are versatile functional groups, whose reactivities are cornerstones
of organic synthesis. The selective combination of two carbonyls to form an alkene—a …

Photoenzymatic synthesis of α-tertiary amines by engineered flavin-dependent “ene”-reductases

X Gao, JR Turek-Herman, YJ Choi… - Journal of the …, 2021 - ACS Publications
α-Tertiary amines are a common motif in pharmaceutically important molecules but are
challenging to prepare using asymmetric catalysis. Here, we demonstrate engineered flavin …

Radical carbonyl umpolung arylation via dual nickel catalysis

HM Huang, P Bellotti, JE Erchinger… - Journal of the …, 2022 - ACS Publications
The formation of carbon–carbon bonds lies at the heart of synthetic organic chemistry and is
widely applied to construct complex drugs, polymers, and materials. Despite its importance …

Cr-Catalyzed Asymmetric Cross Aza-Pinacol Couplings for β-Amino Alcohol Synthesis

H Hu, Z Wang - Journal of the American Chemical Society, 2023 - ACS Publications
Chiral β-amino alcohols are crucial structural motifs found in pharmaceuticals, natural
products, and chiral ligands in asymmetric catalysis. Despite previous advances, the …

Stereoselective synthesis of cyclobutanes by contraction of pyrrolidines

C Hui, L Brieger, C Strohmann… - Journal of the American …, 2021 - ACS Publications
Here we report a contractive synthesis of multisubstituted cyclobutanes containing multiple
stereocenters from readily accessible pyrrolidines using iodonitrene chemistry. Mediated by …