0000000000019495
AUTHOR
Pilar Formentin
Nucleophilic benzoylation using lithiated methyl mandelate as a synthetic equivalent of the benzoyl carbanion. Oxidative decarboxylation of α-hydroxyacids
Abstract The synthesis of alkyl aryl ketones using lithiated methyl mandelate as a synthetic equivalent of the benzoyl carbanion is reported (Umpolung). The methodology involves alkylation of methyl mandelate, hydrolysis of the ester group and oxidative decarboxylation of the resulting α-hydroxyacids. The last step is carried out in a catalytic aerobic way using a Co(III) complex in the presence of pivalaldehyde under very mild and advantageous conditions. The procedure is also applied to methyl mandelates substituted on the aromatic ring.
On the Existence of Different Zeolite-Associated Topological Redox Isomers. Electrochemistry of the Y Zeolite-Associated Mn(Salen)N3 Complex
The electrochemical properties of Y zeolite-associated MnIII(salen)N3 (salen = trans-(R,R)-1,2-bis(salicyldeneamino)cyclohexane) has been investigated using polymer film electrodes immersed into neutral aqueous solutions. Zeolite Y-associated Mn(III)−salen complexes are reduced in one-electron reversible process at −0.25 V versus SCE. The electrochemical response is discussed in terms of the existence of two topological redox isomers: a weakly boundary-associated Mn(salen) complex, whose electrochemical response corresponds to a reversible one-electron transfer controlled by diffusion of the positive ions of the supporting electrolyte through the zeolite surface windows and channels, and a…
Catalytic aerobic oxidative decarboxylation of α-hydroxy-acids. Methyl mandelate as a benzoyl anion equivalent
Abstract The monomeric square-planar cobalt(III) complex of bis- N,N ′-disubstituted oxamides catalyses the oxidative decarboxylation of α-hydroxy acids with molecular oxygen/pivalaldehyde with very good yields. This reaction offers an interesting alternative in the use of methyl mandelate as a convenient benzoyl anion equivalent.
ChemInform Abstract: Catalytic Aerobic Oxidative Decarboxylation of α-Hydroxy Acids. Methyl Mandelate as a Benzoyl Anion Equivalent.
Abstract The monomeric square-planar cobalt(III) complex of bis- N,N ′-disubstituted oxamides catalyses the oxidative decarboxylation of α-hydroxy acids with molecular oxygen/pivalaldehyde with very good yields. This reaction offers an interesting alternative in the use of methyl mandelate as a convenient benzoyl anion equivalent.
ChemInform Abstract: Nucleophilic Benzoylation Using Lithiated Methyl Mandelate as a Synthetic Equivalent of the Benzoyl Carbanion. Oxidative Decarboxylation of α-Hydroxyacids.
Abstract The synthesis of alkyl aryl ketones using lithiated methyl mandelate as a synthetic equivalent of the benzoyl carbanion is reported (Umpolung). The methodology involves alkylation of methyl mandelate, hydrolysis of the ester group and oxidative decarboxylation of the resulting α-hydroxyacids. The last step is carried out in a catalytic aerobic way using a Co(III) complex in the presence of pivalaldehyde under very mild and advantageous conditions. The procedure is also applied to methyl mandelates substituted on the aromatic ring.