We utilized cyclic N-sulfonyl ketimines, a privileged class of heterocycles with extensive applications in organic and medicinal chemistry, in four distinct IMCRs, aiming to generate compound libraries compatible for structural elaboration. Four scaffolds, 15 novel compounds with high diversity and complexity, along with single crystal structures...

α-Galactosylceramide (αGalCer) is a synthetic glycolipid that, when loaded into the CD1d receptor of antigen presenting cells, activates iNKT cells to coordinate the generation of both innate and adaptive immune responses. In vaccines, the αGalCer adjuvant is generally delivered in liposomes, but interestingly, little is known about the intracellular...

Three-membered heterocycles, including oxiranes (epoxides), thiiranes (episulfides), and aziridines, serve as key synthetic precursors. When attached to a chiral carbohydrate, cyclitol, or carbasugar molecule, these heterocycles undergo ring-opening reactions in a highly regio- and diastereoselective manner. This review summarizes recent advancements...

An efficient I2-promoted Povarov multicomponent reaction for the synthesis of 2,2′-biquinolines or N-heteroaromatic benzothiazole is described. In this case, the methyl group of methyl aza-arenes is involved in the Povarov reaction via an iodination/Kornblum oxidation sequence. Abstract An efficient I2-promoted Povarov multicomponent reaction...

An unprecedented palladium-catalyzed cascade carbonylation/Heck reaction/esterification is demonstrated for the efficient construction of benzofuran-3(2H)-one-containing γ-ketoesters in an atom- and step-economical manner. The developed method features exceptionally broad substrate scope, good functional-group compatibility, and straightforward scale-up...

Domino transformations play a crucial role as chemical tools in drug discovery processes. This review showcases various instances of domino transformations applied to carbohydrates, with the goal of summarizing their chemical potential in producing sugar-derived compounds. These compounds have significant applications in generating new chemical scaffolds...