Metal-free α-hydroxylation of α-unsubstituted β-oxoesters and β-oxoamides.
A direct metal-free α-hydroxylation of α-unsubstituted β-oxoesters and β-oxoamides was developed using m-chloroperbenzoic acid as the oxidant. This transformation enabled straightforward metal-free access to important α-hydroxy-β-dicarbonyl moieties under mild reaction conditions. Furthermore, the hydroxylated products were readily converted into vicinal tricarbonyl compounds, which are useful synthetic precursors of numerous biological targets.
School of Environmental Science and Engineering, and Research Center for Material Science and Engineering, Kochi University of Technology , Kami, Kochi 782-8502, Japan.
Haruyasu
H
Asahara
Nagatoshi
N
Nishiwaki
D002723:Chlorobenzoates / Q000737:chemistry*; D004952:Esters; D006900:Hydroxylation; D008670:Metals / Q000737:chemistry*; D015394:Molecular Structure; D016877:Oxidants / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*
D002723:Chlorobenzoates; D004952:Esters; D008670:Metals; D016877:Oxidants; D011725:Pyridines; C034960:oxoamide; C000433:3-chloroperbenzoic acid