Supramolecular concepts for the biphasic epoxidation of olefins using aqueous hydrogen peroxide

2021 ◽  
Author(s):  
Fabian Schmidt ◽  
Mirza Cokoja
Keyword(s):  
Hydrogen Peroxide ◽  
Phase Transfer ◽  
Aqueous Hydrogen Peroxide ◽  
Special Regard ◽  
Epoxidation Of Olefins

We present an overview of supramolecular strategies for epoxidations of hydrophobic olefins in water using phase-transfer controlling surfactants, with special regard to the rationale of phase transfer and the efficiency...

scholarly journals In Situ Electrophilic Activation of Hydrogen Peroxide for Catalytic Asymmetric α-Hydroxylation of 3-Substituted Oxindoles

Synlett ◽  
2017 ◽  
Vol 28 (11) ◽  
pp. 1291-1294 ◽  
Author(s):  
Takashi Ooi ◽  
Kohsuke Ohmatsu ◽  
Yuichiro Ando
Keyword(s):  
Hydrogen Peroxide ◽  
Phase Transfer ◽  
Practical Method ◽  
Optically Active ◽  
Aqueous Hydrogen Peroxide ◽  
Bond Forming ◽  
Electrophilic Activation ◽  
Oxygen Bond ◽  
Activation Of Hydrogen Peroxide

Peroxy trichloroacetimidic acid, in situ generated from aqueous hydrogen peroxide and trichloroacetonitrile, was found to act as a competent electrophilic oxygenating agent for the direct α-hydroxylation of oxindoles. The use of chiral 1,2,3-triazolium salt as a phase-transfer catalyst enabled rigorous absolute stereocontrol in the carbon–oxygen bond-forming reaction. The present study provides a new, yet practical method for straightforward access to optically active α-hydroxycarbonyl compounds.

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