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Literature summary for 4.1.1.7 extracted from

  • Dünnwald, T.; Demir, A.S.; Siegert, P.; Pohl, M.; Muller, M.
    Enantioselective synthesis of (S)-2-hydroxypropanone derivatives by benzoylformate decarboxylase catalyzed C-C bond formation (2000), Eur. J. Org. Chem., 2000, 2161-2170.
No PubMed abstract available

Application

Application Comment Organism
synthesis synthesis of enantiopure unsymmetrical and symmetrical 2-hydroxy ketones Pseudomonas putida

Organism

Organism UniProt Comment Textmining
Pseudomonas putida
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-fluoro-benzaldehyde + acetaldehyde 91% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 1-(2-fluoro-phenyl)-2-hydroxy-propan-1-one
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?
2-methyl-benzaldehyde + acetaldehyde 4% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 2-hydroxy-1-o-tolyl-propan-1-one
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?
3-Benzyloxy-benzaldehyde + acetaldehyde more than 99% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 1-(3-Benzyloxy-phenyl)-2-hydroxy-propan-1-one
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?
3-bromo-benzaldehyde + acetaldehyde 96% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 1-(3-bromo-phenyl)-2-hydroxy-propan-1-one
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?
3-chloro-benzaldehyde + acetaldehyde 94% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 1-(3-chloro-phenyl)-2-hydroxy-propan-1-one
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?
3-ethoxy-benzaldehyde + acetaldehyde 97% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 1-(3-ethoxy-phenyl)-2-hydroxy-propan-1-one
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?
3-fluoro-benzaldehyde + acetaldehyde 87% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida (S)-1-(3-fluoro-phenyl)-2-hydroxy-propan-1-one
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?
3-formyl-benzonitrile + acetaldehyde 92% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 3-(2-hydroxy-propionyl)-benzonitrile
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?
3-hydroxy-benzaldehyde + acetaldehyde 92% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 2-hydroxy-1-(3-hydroxy-phenyl)-propan-1-one
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?
3-isopropoxy-benzaldehyde + acetaldehyde more thahn 99% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 2-hydroxy-1-(3-isopropoxy-phenyl)-propan-1-one
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?
3-methoxy-benzaldehyde + acetaldehyde 96% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 2-hydroxy-1-(3-methoxy-phenyl)-propan-1-one
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?
3-methyl-benzaldehyde + acetaldehyde 97% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 2-hydroxy-1-m-tolyl-propan-1-one
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?
3-Phenoxy-benzaldehyde + acetaldehyde more than 99% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 2-Hydroxy-1-(3-phenoxy-phenyl)-propan-1-one
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?
4-Bromo-benzaldehyde + acetaldehyde 83% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 1-(4-Bromo-phenyl)-2-hydroxy-propan-1-one
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?
4-Chloro-benzaldehyde + acetaldehyde 82% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 1-(4-Chloro-phenyl)-2-hydroxy-propan-1-one
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?
4-fluoro-benzaldehyde + acetaldehyde 87% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 1-(4-fluoro-phenyl)-2-hydroxy-propan-1-one
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?
4-Formyl-benzonitrile + acetaldehyde 74% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 4-(2-Hydroxy-propionyl)-benzonitrile
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?
4-Hydroxy-benzaldehyde + acetaldehyde 86% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 2-Hydroxy-1-(4-hydroxy-phenyl)-propan-1-one
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?
4-Methoxy-benzaldehyde + acetaldehyde 92% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 2-Hydroxy-1-(4-methoxy-phenyl)-propan-1-one
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?
4-Methyl-benzaldehyde + acetaldehyde 88% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 2-Hydroxy-1-p-tolyl-propan-1-one
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?
5-Isopropyl-furan-2-carbaldehyde + acetaldehyde 73% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 2-Hydroxy-1-(5-isopropyl-furan-2-yl)-propan-1-one
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?
5-Methyl-furan-2-carbaldehyde + acetaldehyde 86% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 2-Hydroxy-1-(5-methyl-furan-2-yl)-propan-1-one
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?
8-Hydroxy-quinoline-2-carbaldehyde + acetaldehyde
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Pseudomonas putida 2-Hydroxy-1-(8-hydroxy-quinolin-2-yl)-propan-1-one
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?
acetic acid 3-formyl-phenyl ester + acetaldehyde more than 99% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida acetic acid 3-(2-hydroxy-propionyl)-phenyl ester
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?
benzaldehyde + acetaldehyde 92% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 2-hydroxy-1-phenyl-propan-1-one
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?
Cyclohex-1-enecarbaldehyde + acetaldehyde 94% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 1-Cyclohex-1-enyl-2-hydroxy-propan-1-one
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?
cyclohexanecarbaldehyde + acetaldehyde 61% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 1-cyclohexyl-2-hydroxy-propan-1-one
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?
Furan-2-carbaldehyde + acetaldehyde 45% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 1-Furan-2-yl-2-hydroxy-propan-1-one
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?
additional information best substrates in enantioselective synthesis of (S)-2-hydroxypropanone derivatives by C-C bond formation are meta-substituted benzaldehyde derivatives Pseudomonas putida ?
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?
Naphthalene-2-carbaldehyde + acetaldehyde
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Pseudomonas putida 2-Hydroxy-1-naphthalen-2-yl-propan-1-one
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?
Pyridine-2-carbaldehyde + acetaldehyde
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Pseudomonas putida 2-Hydroxy-1-pyridin-2-yl-propan-1-one
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?
Pyridine-3-carbaldehyde + acetaldehyde
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Pseudomonas putida 2-Hydroxy-1-pyridin-3-yl-propan-1-one
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?
Quinoline-4-carbaldehyde + acetaldehyde
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Pseudomonas putida 2-Hydroxy-1-quinolin-4-yl-propan-1-one
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?
thiophene-2-carbaldehyde + acetaldehyde 83% enantiomeric excess of the (S)-2-hydroxypropanone derivative Pseudomonas putida 2-hydroxy-1-thiophen-2-yl-propan-1-one
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?

Synonyms

Synonyms Comment Organism
BFD
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Pseudomonas putida