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Oxidation of Vicinal Diols to ?-Hydroxy Ketones with H₂O₂ and a Simple Manganese Catalyst.

ABSTRACT: ?-Hydroxy ketones are valuable synthons in organic chemistry. Here we show that oxidation of vic-diols to ?-hydroxy ketones with H₂O₂ can be achieved with an in situ prepared catalyst based on manganese salts and pyridine-2-carboxylic acid. Furthermore the same catalyst is effective in alkene epoxidation, and it is shown that alkene oxidation with the Mn^II catalyst and H₂O₂ followed by Lewis acid ring opening of the epoxide and subsequent oxidation of the alkene to ?-hydroxy ketones can be achieved under mild (ambient) conditions.

SUBMITTER: Mecozzi F

PROVIDER: S-EPMC5767754 | biostudies-literature | 2017 Dec

REPOSITORIES: biostudies-literature

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Oxidation of Vicinal Diols to α-Hydroxy Ketones with H2O2 and a Simple Manganese Catalyst.

Mecozzi Francesco F Dong Jia Jia JJ Saisaha Pattama P Browne Wesley R WR

European journal of organic chemistry 20171211 46

α-Hydroxy ketones are valuable synthons in organic chemistry. Here we show that oxidation of vic-diols to α-hydroxy ketones with H2O2 can be achieved with an in situ prepared catalyst based on manganese salts and pyridine-2-carboxylic acid. Furthermore the same catalyst is effective in alkene epoxidation, and it is shown that alkene oxidation with the MnII catalyst and H2O2 followed by Lewis acid ring opening of the epoxide and subseq ...[more]

PMID: 29398954

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