Enantioselective hydrogenation of exocyclic α,β-unsaturated ketones part III. Hydrogenation with Pd in the presence of cinchonidine

Gabriella Fogassy, Antal Tungler, Albert Lévai

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

Cinchonidine as a chiral modifier was used in the hydrogenation of exocyclic α,β-unsaturated ketones with palladium black catalyst, producing the corresponding saturated ketones up to 54% optical purity (2-benzyl-1-benzosuberone) in toluene under 50 bar hydrogen pressure. The influence of different parameters (solvent, catalyst) on the optical yield was investigated.

Original languageEnglish
Pages (from-to)189-194
Number of pages6
JournalJournal of Molecular Catalysis A: Chemical
Volume192
Issue number1-2
DOIs
Publication statusPublished - Feb 3 2003

Fingerprint

Ketones
ketones
Hydrogenation
hydrogenation
catalysts
Catalysts
Toluene
Palladium
toluene
palladium
Hydrogen
purity
hydrogen
cinchonidine
benzosuberone

Keywords

  • (E)-2-Benzylidene-1-benzosuberone
  • Cinchonidine
  • Enantiomeric excess
  • Enantioselective hydrogenation
  • Palladium black

ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology

Cite this

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abstract = "Cinchonidine as a chiral modifier was used in the hydrogenation of exocyclic α,β-unsaturated ketones with palladium black catalyst, producing the corresponding saturated ketones up to 54{\%} optical purity (2-benzyl-1-benzosuberone) in toluene under 50 bar hydrogen pressure. The influence of different parameters (solvent, catalyst) on the optical yield was investigated.",
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T1 - Enantioselective hydrogenation of exocyclic α,β-unsaturated ketones part III. Hydrogenation with Pd in the presence of cinchonidine

AU - Fogassy, Gabriella

AU - Tungler, Antal

AU - Lévai, Albert

PY - 2003/2/3

Y1 - 2003/2/3

N2 - Cinchonidine as a chiral modifier was used in the hydrogenation of exocyclic α,β-unsaturated ketones with palladium black catalyst, producing the corresponding saturated ketones up to 54% optical purity (2-benzyl-1-benzosuberone) in toluene under 50 bar hydrogen pressure. The influence of different parameters (solvent, catalyst) on the optical yield was investigated.

AB - Cinchonidine as a chiral modifier was used in the hydrogenation of exocyclic α,β-unsaturated ketones with palladium black catalyst, producing the corresponding saturated ketones up to 54% optical purity (2-benzyl-1-benzosuberone) in toluene under 50 bar hydrogen pressure. The influence of different parameters (solvent, catalyst) on the optical yield was investigated.

KW - (E)-2-Benzylidene-1-benzosuberone

KW - Cinchonidine

KW - Enantiomeric excess

KW - Enantioselective hydrogenation

KW - Palladium black

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JO - Journal of Molecular Catalysis A: Chemical

JF - Journal of Molecular Catalysis A: Chemical

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