Diastereoselective heterogeneous catalytic hydrogenation of N-heterocycles. Part II. Hydrogenation of pyrroles

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Abstract

High diastereoselectivities were obtained in the heterogeneous catalytic hydrogenation of a chiral pyrrole derivative with complete conversion, in non-acidic medium. The effects of catalytic metals, temperature and solvents on the conversion and the diastereomeric excess (d.e.) were investigated. In the hydrogenation of N-(1′-methylpyrrole-2′-acetyl)-(S)-proline methyl ester over rhodium on carbon, in methanol, at 20 bar and room temperature (RT) the highest d.e. was 95%. This is a successful example of a diastereoselection in the saturation of pyrrole ring.

Original languageEnglish
Pages (from-to)165-171
Number of pages7
JournalApplied Catalysis A: General
Volume210
Issue number1-2
DOIs
Publication statusPublished - Mar 9 2001

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ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology

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