Titanium‐Catalyzed Diastereoselective Keto‐ and Iminonitrile Cyclizations
The titanium(III)‐catalyzed diastereoselective cyclization of readily‐available substituted ketonitriles gives cyclopentanones in good yield and stereoselectivity. Subsequent 1,2‐addition allows the preparation of cyclopentyls with three consecutive stereocenters.
Christoph Kern +4 more
wiley +1 more source
Mechanistic Studies of CO2 Cycloaddition Reaction Catalyzed by Amine-Functionalized Ionic Liquids. [PDF]
Chen J +6 more
europepmc +1 more source
Organocatalytic Formal (3+2+1)‐Cycloaddition of Allenoates, Michael Acceptors, and Carbaldehydes
The use of secondary amine Lewis base organocatalysts allows for the unprecedented activation of allenoates for formal (3+2+1)‐cycloadditions with Michael acceptors and aromatic carbaldehydes. ABSTRACT Employing secondary amines as covalently interacting Lewis basic organocatalysts allows for the activation of electron‐deficient allenes (allenoates ...
David Naderer +5 more
wiley +1 more source
Integrin αVβ3‐targeting small‐molecule drug conjugates (SMDCs) were synthesized by conjugating a cryptophycin payload through a neutrophil elastase‐cleavable NPV‐PABC linker. RGD peptidomimetic and linker epimers served as controls for targeting and enzymatic cleavage, and the resulting conjugates displayed subnanomolar cytotoxicity in vitro.
Dominic Seißenschmidt +3 more
wiley +1 more source
Peptide Marriages: Modular Assembly of Multi‐Agonist Therapeutics
A modular polyethylene glycol (PEG) scaffold enables rapid assembly of dual peptide agonists using strain‐promoted azide–alkyne cycloaddition (SPAAC) and copper‐catalysed azide–alkyne cycloaddition (CuAAC). Glucagon‐like peptide‐1 (GLP‐1) and amylin agonists were combined with controlled valency, yielding low‐picomolar activity and receptor‐selective ...
Kristina A. Kostadinova +11 more
wiley +1 more source
Investing in entropy: the strategy of cucurbit[n]urils to accelerate the intramolecular Diels-Alder cycloaddition reaction of tertiary furfuryl amines. [PDF]
de la Vega-Hernández K +2 more
europepmc +1 more source
Fluorogenic Sydnones for Bioorthogonal Labeling of DNA
Conjugates of sydnones with cyanine‐styryl dyes combine bioorthogonal reactivity with fluorogenicity. The reactivity with bicyclo[6.1.0]non‐4‐yne (BCN)‐modified DNA showed second‐order rate constants of up to k2 = 2,300 M−1s−1 and fluorescence turn‐on by one magnitude of order.
Kerstin Müller +1 more
wiley +1 more source
N─H or O─H Bond Activation With a Bicyclic Si4 Ring Compound
The bicyclic Si4 ring compound with zwitterionic character reacts with NH3, H2O, and selected alcohols to give functionalized saturated silicon rings, siliconoid clusters with unsubstituted Si atoms, or simple 1,3‐addition products. The experimentally observed reactivity could be rationalized based on results from mechanistic calculations employing ...
Michael Quest +7 more
wiley +1 more source
Mild C─F Activation of Azido(per)Fluoroalkanes
Mild and selective activation of C(sp3)–F bonds in azido(per)fluoroalkanes using thiolates was developed, leading to novel functionalized azides. The reaction is initiated by nucleophilic attack of the sulfur atom to the terminal nitrogen of the azido group, followed by fluoride ion elimination.
Olena Shaitanova +7 more
wiley +1 more source
A Unified Approach for the Synthesis of Conformationally Locked and sp2‐sp3 Fused Hybrids
This study presents a systematic platform to build rigid sp2–sp3 hybrids via benzyne cycloadditions. Arene‑fused bicyclic oxa‐, aza‐, and carbocycles are converted into medicinally relevant amino acids and applied to Enalapril analogues synthesis. The hybrids combine aromatic interactions with 3D rigidity, tuning lipophilicity, pKa, and solubility ...
Ervis Saraci +8 more
wiley +1 more source

