High-performance Hypoiodite/Hydrogen Peroxide Catalytic System for the Oxylactonization of Aliphatic γ-Oxocarboxylic Acids

@article{Uyanik2015HighperformanceHP,
  title={High-performance Hypoiodite/Hydrogen Peroxide Catalytic System for the Oxylactonization of Aliphatic $\gamma$-Oxocarboxylic Acids},
  author={Muhammet Uyanik and Daisuke Suzuki and Mizuki Watanabe and Hiroyasu Tanaka and Kikuo Furukawa and Kazuaki Ishihara},
  journal={Chemistry Letters},
  year={2015},
  volume={44},
  pages={387-389}
}
Highly efficient hypoiodite-catalyzed oxylactonization of aliphatic γ-oxocarboxylic acids to the corresponding γ-acyl-γ-butyrolactones was developed. Highly dilute reaction conditions and slow addi... 
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25 Citations

25 Citations

High-Performance Ammonium Hypoiodite/Oxone Catalysis for Enantioselective Oxidative Dearomatization of Arenols
A high-performance enantioselective quaternary ammonium hypoiodite catalysis was developed for the dearomatization of arenols using oxone as an environmentally benign oxidant. The oxidation of not ...
Ammonium Hypoiodite-catalyzed Oxidative Dearomatizative Azidation of Arenols
The first transition metal-free catalytic oxidative dearomatizative azidation of arenols has been developed using hypoiodite catalysis with aqueous hydrogen peroxide and trimethylsilyl azide as an ...
Cooperative iodine and photoredox catalysis for direct oxidative lactonization of carboxylic acids.
A new method for the formation of γ- and δ-lactones from carboxylic acids through direct conversion of benzylic C-H to C-O bonds is described. The reaction is conveniently induced by visible light…
Oxidative decarboxylative ammonium hypoiodite-catalysed dihydrobenzofuran synthesis.
The catalytic use of quaternary ammonium iodides under oxidative conditions allows for the direct conversion of readily available β-ketolactones into dihydrobenzofurans via a decarboxylative…
Sodium Iodide/Hydrogen Peroxide‐Mediated Oxidation/Lactonization for the Construction of Spirocyclic Oxindole‐Lactones
The sodium iodide/hydrogen peroxide-mediated oxidation/lactonization of indolepropionic acids was achieved, affording the corresponding spirocyclic oxindole-lactones in moderate to high yields. This…
Hypoiodite-catalysed oxidative cyclisation of Michael adducts of chalcones with 1,3-dicarbonyl compounds: a facile and versatile approach to substituted furans and cyclopropanes.
Through hypoiodite catalysis, oxidative cyclisation of Michael adducts of chalcones with 1,3-dicarbonyl compounds for divergent synthesis of either furans or cyclopropanes is developed. The selective…
Chiral Ammonium Hypoiodite Salt-catalyzed Enantioselective Oxidative Cycloetherification to 2-Acyl Tetrahydrofurans
2-Acyl tetrahydrofuran is a fundamental structure in natural products and pharmaceuticals. We achieved chiral quaternary ammonium hypoiodite salt-catalyzed enantioselective oxidative cycloetherific...
Guanidinium Hydroiodide/Cumene Hydroperoxide-Mediated Intermolecular Oxidative Coupling Reaction of β–Ketoamides with Oxindoles
The first catalytic intermolecular oxidative cross-coupling reaction between two different carbonyl compounds was achieved by using cumene hydroperoxide as an environmentally friendly, mild oxidant…
Baylis-Hillman acetates in organic synthesis: A simple two-step strategy for oxindole-spiro-α-arylidene-γ-butyrolactone framework
Chemo- and Enantioselective Oxidative α-Azidation of Carbonyl Compounds.
TLDR
The enantioselective α-azidation of 1,3-dicarbonyls is achieved, as the first successful example of enantiOSElective intermolecular oxidative coupling using chiral hypoiodite catalysis.
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