A mild and convenient protocol for the α-hydroxylation of α-substituted malonates, β-ketoesters, and β-ketoamides is disclosed. Cheap and stable magnesium monoperphthalate (MMPP) was effective for a first direct α-hydroxylation protocol of the Rubottom oxidation, providing tartronic esters, cyclic α-hydroxy β-ketoesters and amides in good to high yields, when working at room temperature and in ethanol as the solvent. The protocol has been successfully scaled up to gram quantity.
Magnesium Monoperphthalate (MMPP): a Convenient Oxidant for the Direct Rubottom Oxidation of Malonates, β-Keto Esters, and Amides
Meninno S.
;Villano R.;Lattanzi A.
2021-01-01
Abstract
A mild and convenient protocol for the α-hydroxylation of α-substituted malonates, β-ketoesters, and β-ketoamides is disclosed. Cheap and stable magnesium monoperphthalate (MMPP) was effective for a first direct α-hydroxylation protocol of the Rubottom oxidation, providing tartronic esters, cyclic α-hydroxy β-ketoesters and amides in good to high yields, when working at room temperature and in ethanol as the solvent. The protocol has been successfully scaled up to gram quantity.File in questo prodotto:
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