33441-62-2Relevant academic research and scientific papers
Chiral C2-Symmetric Aminomethylbinaphthol as Synergistic Catalyst for Asymmetric Epoxidation of Alkylidenemalononitriles: Easy Access to Chiral Spirooxindoles
Ogino, Eri,Nakamura, Ayu,Kuwano, Satoru,Arai, Takayoshi
, p. 1980 - 1985 (2021)
Chiral C2-symmetric 3,3′-bis((R,R)-2-naphthylethylaminomethyl)-(R)-binaphthol (AMB4) functions as an efficient organocatalyst for the asymmetric epoxidation of various alkylidenemalononitriles. The spiro-epoxyoxindole products obtained from isatilidenemal
Nucleophilic Reactivities of Bleach Reagents
Mayer, Robert J.,Ofial, Armin R.
, p. 2816 - 2820 (2018)
The nucleophilicities of the oxidants hydroperoxide, hypochlorite, hypobromite, bromite, and peroxymonosulfate were determined by following the kinetics of their reactions with a series of benzhydrylium ions of known electrophilicity (E) in alkaline, aque
Epoxidation of vinyl cyanides by calcium hypochlorite under catalyst- and solvent-free conditions
Mirhashemi,Amrollahi
, p. 2661 - 2663 (2018/06/06)
In this paper, epoxidation of a wide range of alkenes by calcium hypochlorite (Ca(OCl)2) was investigated under catalyst- and solvent-free conditions. It was noticed that the highest yield was achieved with crushing, when the reaction was betwe
Solvation Accounts for the Counterintuitive Nucleophilicity Ordering of Peroxide Anions
Mayer, Robert J.,Tokuyasu, Takahiro,Mayer, Peter,Gomar, Jér?me,Sabelle, Stéphane,Mennucci, Benedetta,Mayr, Herbert,Ofial, Armin R.
supporting information, p. 13279 - 13282 (2017/10/17)
The nucleophilic reactivities (N, sN) of peroxide anions (generated from aromatic and aliphatic peroxy acids or alkyl hydroperoxides) were investigated by following the kinetics of their reactions with a series of benzhydrylium ions (Ar2CH+) in alkaline aqueous solutions at 20 °C. The second-order rate constants revealed that deprotonated peroxy acids (RCO3?), although they are the considerably weaker Br?nsted bases, react much faster than anions of aliphatic hydroperoxides (ROO?). Substitution of the rate constants of their reactions with benzhydrylium ions into the linear free energy relationship lg k=sN(N+E) furnished nucleophilicity parameters (N, sN) of peroxide anions, which were successfully applied to predict the rates of Weitz–Scheffer epoxidations. DFT calculations with inclusion of solvent effects by means of the Integral Equation Formalism version of the Polarizable Continuum Model were performed to rationalize the observed reactivities.
Chemoenzymatic Synthesis of α-Cyano Epoxides by a Tandem-Knoevenagel-Epoxidation Reaction
Yang, Fengjuan,Zhang, Xiaowen,Li, Fengxi,Wang, Zhi,Wang, Lei
, p. 1251 - 1254 (2016/03/16)
An efficient lipase-mediated synthesis of α-cyano epoxides through a tandem-Knoevenagel-epoxidation reaction was explored for the first time. This method provides a green, mild, and convenient route for the synthesis of α-cyano epoxides; moreover, the app
Facile Epoxidation of Alumina-Supported Electrophilic Alkenes and Montmorillonite-Supported Electrophilic Alkenes with Sodium Hypochlorite
Foucaud, Andre,Bakouetila, Medard
, p. 854 - 856 (2007/10/02)
Alkenes gem-substituted by two electron-withdrawing substituents, dispersed on alumina or montmorillonite, are conveniently epoxided by sodium hypochlorite.A mixture of aldehyde and methylcyanoacetate or malononitrile, treated with alumina and sodium hypo
