Publications by authors named "Sun Bu Lee"
Article Synopsis
- A new superbase catalysis method was developed for enhancing sulfur(VI)-fluoride exchange (SuFEx) reactions, specifically targeting complex structures with all-carbon quaternary centers.
- The process showed impressive tolerance to different functional groups, allowing reactions with esters and nitriles using cyanoacetate derivatives and ethenesulfonyl fluoride, requiring only a small amount of catalyst.
- Key advantages of this method include its scalability for larger batches, ability to work in water, and effectiveness in combining with polymer chemistry, alongside successful applications with various amines, including biomolecules linked to DNA.
Herein, a water-accelerated, N-heterocyclic carbene (NHC)-catalyzed aza-Michael addition reaction was reported to access β-aminosulfonyl fluorides, which are key hubs of the sulfur(VI) fluoride exchange (SuFEx) reaction. As a crucial reaction medium, water considerably enhanced the reaction rate with excellent chemo- and site-selectivity (up to >99 : 1) compared to conventional solvents. In addition, the late-stage ligation of bioactive molecules with the aliphatic β-amino SuFEx hub was demonstrated.
View Article and Find Full Text PDFβ-Sulfido sulfonyl fluoride and its derivatives have been gaining attention recently in the fields of medicinal chemistry and material science. The conventional method for the synthesis of functionalized alkyl sulfonyl fluorides requires several chemical transformations. Therefore, a direct establishment of such chemical structures remains challenging, and an efficient catalytic approach is highly desired.
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