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Aza-Rubottom Oxidation: Synthetic Access to Primary α-Aminoketones.

ABSTRACT: An aza analogue of the Rubottom oxidation is reported. This facile transformation takes place at ambient temperature and directly converts silyl enol ethers to the corresponding primary α-aminoketones. The use of hexafluoroisopropanol (HFIP) as the solvent is essential for the success of this reaction. Overall this process is well-suited for the aza-functionalization and derivatization of complex organic molecules.

SUBMITTER: Zhou Z

PROVIDER: S-EPMC7803091 | biostudies-literature | 2019 Feb

REPOSITORIES: biostudies-literature

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Aza-Rubottom Oxidation: Synthetic Access to Primary α-Aminoketones.

Zhou Zhe Z Cheng Qing-Qing QQ Kürti László L

Journal of the American Chemical Society 20190201 6

An aza analogue of the Rubottom oxidation is reported. This facile transformation takes place at ambient temperature and directly converts silyl enol ethers to the corresponding primary α-aminoketones. The use of hexafluoroisopropanol (HFIP) as the solvent is essential for the success of this reaction. Overall this process is well-suited for the aza-functionalization and derivatization of complex organic molecules. ...[more]

PMID: 30696241

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