Zhuo, Ming-Hua’s team published research in Journal of the American Chemical Society in 2019-10-23 | 4064-06-6

Journal of the American Chemical Society published new progress about Arenesulfonyl chlorides Role: RCT (Reactant), RGT (Reagent), RACT (Reactant or Reagent). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Formula: C12H20O6.

Zhuo, Ming-Hua; Wilbur, David J.; Kwan, Eugene E.; Bennett, Clay S. published the artcile< Matching Glycosyl Donor Reactivity to Sulfonate Leaving Group Ability Permits SN2 Glycosylations>, Formula: C12H20O6, the main research area is beta glycosylation sulfonyl leaving group.

Here we demonstrate that highly β-selective glycosylation reactions can be achieved when the electronics of a sulfonyl chloride activator and the reactivity of a glycosyl donor hemiacetal are matched. While these reactions are compatible with the acid- and base-sensitive protecting groups that are commonly used in oligosaccharide synthesis, these protecting groups are not relied upon to control selectivity. Instead, β-selectivity arises from the stereoinversion of an α-glycosyl arylsulfonate in an SN2-like mechanism. Our mechanistic proposal is supported by NMR studies, kinetic isotope effect (KIE) measurements, and DFT calculations

Journal of the American Chemical Society published new progress about Arenesulfonyl chlorides Role: RCT (Reactant), RGT (Reagent), RACT (Reactant or Reagent). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Formula: C12H20O6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts