The enantioselective hydrogenation of 5,6-dihydro-2H-pyran-3-carboxylic acid over a cinchona alkaloid-modified palladium catalyst: Asymmetric synthesis of a cockroach attractant

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Abstract

A novel application of a cinchona-modified supported Pd catalyst is presented. The key step in the asymmetric synthesis of the cockroach attractant methyl (+)-tetrahydro-2H-pyran-3-carboxylate was the enantioselective hydrogenation of 5,6-dihydro-2H-pyran-3-carboxylic acid over 5% Pd/Al 2O3 modified by cinchonidine, which afforded the saturated product in up to 89% optical purity.

Original languageEnglish
Pages (from-to)1354-1358
Number of pages5
JournalNew Journal of Chemistry
Volume32
Issue number8
DOIs
Publication statusPublished - 2008

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Materials Chemistry

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