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Magnesium Monoperphthalate (MMPP): a Convenient Oxidant for the Direct Rubottom Oxidation of Malonates, β‐Keto Esters, and Amides
Author(s) -
Meninno Sara,
Villano Rosaria,
Lattanzi Alessandra
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202100098
Subject(s) - chemistry , hydroxylation , solvent , ethanol , organic chemistry , magnesium , combinatorial chemistry , medicinal chemistry , enzyme
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.