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Direct reductive amination of camphor using iron pentacarbonyl as stoichiometric reducing agent: features and limitations

European Journal of Organic Chemistry. 2020. Vol. 2020. No. 39. P. 6289–6294.
Afanasyev O., Fatkulin Artemy R., Solyev P., Smirnov I., Amangeldyev A., Semenov S., Chusov D.

The method of direct reductive amination of camphor and fenchone was proposed. The most effective reducing agent is iron carbonyl. No ligands or solvents are needed. The stereochemistry of the corresponding products was determined by HMBC, HSQC, and NOESY spectra. The limitations of the method were shown. The reaction of camphor with primary amines led to exclusively exo product, while the reaction of fenchone led to exclusively endo product. The reaction of camphor with cyclic secondary amines led to the mixture of endo and exo isomers.

Research target: Chemistry
Language: English
DOI
Text on another site
Keywords: reductive aminationCamphorFenchoneIron carbonylNo external hydrogen sourceВосстановительное аминированиеКамфораФенхонКарбонил железаБез внешнего источника водорода
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