(S)-proline based chiral modifiers

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

(S)-Proline esters and amides containing condensed aromatic rings were synthesised in order to use them as chiral modifiers in the enantioselective heterogeneous catalytic hydrogenation of isophorone and ethyl pyruvate. The (S)-proline 2-(2-naphthyl)-ethyl ester resulted in 23% enantiomeric excess of (S)-dihydroisophorone in methanol. 5% optical purity was obtained with the (S)-proline 3-ethyl-indolamide in the hydrogenation of ethyl pyruvate in acetic acid.

Original languageEnglish
Pages (from-to)167-173
Number of pages7
JournalJournal of Molecular Catalysis A: Chemical
Volume198
Issue number1-2
DOIs
Publication statusPublished - May 1 2003

Fingerprint

pyruvates
Proline
Hydrogenation
hydrogenation
esters
Esters
acetic acid
Amides
Acetic acid
amides
purity
Methanol
methyl alcohol
Acetic Acid
rings
ethyl pyruvate

Keywords

  • (S)-Proline
  • Chiral modifier
  • Enantiomeric excess
  • Enantioselective
  • Hydrogenation

ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology

Cite this

(S)-proline based chiral modifiers. / Sípos, E.; Tungler, A.; Bitter, I.

In: Journal of Molecular Catalysis A: Chemical, Vol. 198, No. 1-2, 01.05.2003, p. 167-173.

Research output: Contribution to journalArticle

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AU - Bitter, I.

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N2 - (S)-Proline esters and amides containing condensed aromatic rings were synthesised in order to use them as chiral modifiers in the enantioselective heterogeneous catalytic hydrogenation of isophorone and ethyl pyruvate. The (S)-proline 2-(2-naphthyl)-ethyl ester resulted in 23% enantiomeric excess of (S)-dihydroisophorone in methanol. 5% optical purity was obtained with the (S)-proline 3-ethyl-indolamide in the hydrogenation of ethyl pyruvate in acetic acid.

AB - (S)-Proline esters and amides containing condensed aromatic rings were synthesised in order to use them as chiral modifiers in the enantioselective heterogeneous catalytic hydrogenation of isophorone and ethyl pyruvate. The (S)-proline 2-(2-naphthyl)-ethyl ester resulted in 23% enantiomeric excess of (S)-dihydroisophorone in methanol. 5% optical purity was obtained with the (S)-proline 3-ethyl-indolamide in the hydrogenation of ethyl pyruvate in acetic acid.

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KW - Hydrogenation

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