A base-catalyzed cycloisomerization of 5-cyano-pentyne bearing a terminal alkyne group has been developed under metal-free conditions. This reaction involves a tandem process providing efficient access to 3-cyano-4,5-dihydro-1H-pyrroles in good to excellent yields in an atom-economic manner with 1,3-cyano migration as the key transformation.

Disulfide- and terminal alkyne-modified magnetic silica particles (DA-MSPs) were synthesized and used to covalently capture and reductively release azido glycopeptides via click chemistry and dithiothreitol treatment. Using DA-MSPs, an efficient and specific enrichment method for separating azido glycopeptides has been developed.

An expeditious one-pot synthesis of 5-substituted tetronic acids from aldehydes and terminal conjugated alkyne as starting materials is described. The entire process embodies two consecutive chemical events: a catalytic domino reaction to build the 1,3-dioxolane scaffolds 5 and a two-step acid-catalyzed trans-acetalization-lactonization reaction to furnish the tetronic acid derivatives 6.

We report herein a CuBr-catalyzed three-component coupling of 2-methylbut-3-yn-2-ol, aldehydes and pyrrolidine or 1,2,3,4-tetrahydroisoquinoline leading to the corresponding chiral propargylamines in excellent enantiomeric excess (91 to >99% ee) and high yields (79-95% yield). The dimethylcarbinol unit in 2-methylbut-3-yn-2-ol, which may be easily removed at the later stage to regenerate a term...

Developing tools for investigating the cellular activity of glycans will help to delineate the molecular basis for aberrant glycosylation in pathological processes such as cancer. Metabolic oligosaccharide engineering, which inserts sugar-reporting groups into cellular glycoconjugates, represents a powerful method for imaging the localization, trafficking, and dynamics of glycans and isolating ...

The discovery and development of an efficient ene carbocyclization of 1,3-dicarbonyl compounds bearing pendent terminal alkyne substituents under 3-nitrobenzeneboronic acid catalysis is described. The reaction is efficient, easy to perform and general to a wide range of ketoester substrates.

We present the synthesis of the new heteropolytopic penta(4-ethynylphenyl)cyclopentadiene ligand, its complexation through the Cp ring to ruthenium tris(indazolyl)borate and through the terminal alkyne groups to five ferrocenyl ethynyl platinum units, yielding an undecanuclear heterotrimetallic complex.

The enzyme catalysed esterification of starch and fatty acids with terminal triple bonds is described. This material can be used as an acceptor for azide containing molecules, through azide/alkyne cycloaddition. The potential is illustrated by the production of fluorescently-labelled starch, and a biotinylated derivative which can bind streptavidin.

Substitution of a H atom by an alkyl group on the terminal carbon of the alkyne moiety of 1,6-fullerenynes has a strong impact on the products of the reaction undergone by this species after thermal treatment. While the reaction of 1,6-fullerenynes bearing an unsubstituted alkyne moiety results in the cycloaddition of the alkyne group to the fullerene double bond leading to cyclobutene-fused de...

The mononuclear square-planar Rh{?2-X,N-(Xpy)}(?2-coe)(IPr) (X = O, NH, NMe, S) complexes have been synthesized from the dinuclear precursor [Rh(?-Cl)(IPr)(?2-coe)]2 and corresponding 2-heteroatom-pyridinate salts. Rh-NHC-pyridinato derivatives are highly efficient catalysts for gem-specific alkyne dimerization. Particularly, chelating N,O-pyridonato complex displays turnover frequency levels o...