Glycosylations of armed and disarmed trichloroacetimidate‐based glycosyl donors were carried out by using the AuCl3–phenylacetylene relay catalyst system. The effectiveness of this catalytic system was also compared with that of using AuCl3 alone as a catalyst. Glycosylations with these catalysts proceeded efficiently at room temperature within 5–45 min. Excellent diastereoselectivity was obtained for the glycosylation of 2‐O‐acetyl‐protected disarmed glycosyl donors, whereas armed glycosyl trichloroacetimidates gave rise to a mixture of anomeric glycosides. Acid‐sensitive nucleophiles such as Fmoc‐serine tert‐butyl ester or Fmoc‐threonine tert‐butyl ester successfully underwent the glycosylations, albeit in moderate yields, under mild conditions at room temperature.

Glycan recognition plays key roles in cell-cell and host-pathogen interactions, stimulating widespread interest in developing multivalent glycoconjugates with superior binding affinity for biological and medical uses. Here, we explore the use of Raman-encoded silver coated gold nanorods (GNRs) as scaffolds to form multivalent glycoconjugates. The plasmonic scaffolds afford high-loading of glycan density and their optical properties offer the possibilities of monitoring and quantitative analysis of glycan recognition. Using E. coli strains with tailored on/off of the FimH receptors, we have demonstrated that Raman-encoded GNRs not only allow for real-time imaging and spectroscopic detection of specific binding of the glycan-GNR conjugates with bacteria of interest, but also cause rapid eradication of the bacteria due to the efficient photothermal conversion of GNRs in the near-infrared spectral window. We envision that optically active plasmonic glycoconjugates hold great potential for screening multivalent glycan ligands for therapeutic and diagnostic applications.

We have developed a new catalyst system comprising AuCl3 and phenylacetylene that promotes the Ferrier rearrangement of glycals and 2‐acetoxymethylglycals with different nucleophiles, and also the O‐glycosylation of 1‐O‐acetyl sugars to obtain a variety of useful glycosides at room temperature through relay catalysis. Good anomeric selectivity was observed for the Ferrier rearrangements, whereas the O‐glycosylation of 1‐O‐acetyl sugars gave mixtures of diastereomers with moderate to excellent selectivity.

Herein, oxadiazabicyclooctenone is successfully developed as a versatile monomer for the construction of new pH-sensitive polymers by ROMP.

The putative oxyallyl cation intermediate generated following Nazarov cyclization of dienone has been successfully intercepted with potassium alkynyltrifluoroborates which act as σ-nucleophiles in the presence of BF3·Et2O. This new trapping modality allowed unprecedented introduction of an alkynyl moiety to the cyclopentanone framework by means of an interrupted Nazarov reaction. The α-alkynyl cyclopentanone product can be further transformed into an array of densely functionalized cyclic compounds.