Fert-Butyl perbenzoate

Asymmetric allylic oxidation of alkenes using peresters is possible when the ligand L of the Cu(III) intermediate is chiral. Copper complexes of chiral bis(pyri-dine)- and bis(oxazoline)-type ligands have been used with fert-butyl perbenzoate to obtain optically active allylic benzoates. 

Other hydrogen transfer reactions of glycine derivatives have been used to introduce functional groups at the a-position. For example, reactions with bromine or A -bromosuccinimide, fert-butyl perbenzoate in the presence of a copper catalyst, and tert-butyl hydroperoxide and formate, have been used to produce a-bromo-, benzoyloxy- and carboxy-substituted glycine derivatives, respectively (Scheme 2) [12-14]. 

Oxidants other than Cu(OAc)2 and AgOAc have also been examined extensively to reoxidize palladium(O) in the arylation reaction of alkenes. Tsuji and Nagashima [21] reported that fert-butyl perbenzoate could be used as the stoichiometric oxidant to facihtate the palladium(n)-catalysed vinylation of benzene. Ishii and coworkers [22] found that the oxidative coupling reaction of substituted benzenes with acrylates could be achieved by the use of a catalytic amount of Pd(OAc)2 combined with molybdovanadophosphoric acid (HPMoV) under atmospheric oxygen as a terminal oxidant. 

Abbreviation ACN 1,1 -azobiscyclohexane-l-carbonitrile AEN 2,2 -azobisisobutyronitrile BPO benzoyl peroxide DCPC dicyclohexyl peroxidicarbonate DEE diethyl ehter DMF dimethylformamide DTBP di-tert-butyl peroxide LPO lauroyl peroxide TBPB len-butyi perbenzoate TBPO ferr-butyl peroctoate THE tetrahydrofuran SDS sodium dodecylsulfate Aerosol OT sodium dioctyl sulfosuccinate tBPP fert-butyl pervivalate. 

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