22 research outputs found

    A novel two-carbon homologation with N-vinylacetamides and ethyl vinyl ether as acetaldehyde anion equivalents in the synthesis of 9H-xanthene, 9H-thioxanthene, and 9,10-dihydro-9-acridine carboxaldehydes.

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    An efficient synthesis of 9H-xanthene-9-carboxaldehyde (3a), 9H-thioxanthene-9-carboxaldehyde (3b), and 9,10-dihydro-10-methyl-9-acridinecarboxaldehyde (3c) by a novel two-carbon homologation of xanthydrol (1a), thioxanthydrol (1b), and 9,10-dihydro-10-methyl-9-acridinol (1c), respectively, using N-vinylacetamides (2a,b) or ethyl vinyl ether (2c) as acetaldehyde anion equivalents, is described

    A Novel Two-Carbon Homologation with N-Vinylacetamides and Ethyl Vinyl Ether as Acetaldehyde Anion Equivalents in the Synthesis of 9H-Xanthene, 9H-Thioxanthene, and 9,10-Dihydro-9-acridine Carboxaldehydes.

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    An efficient synthesis of 9H-xanthene-9-carboxaldehyde (3a), 9H-thioxanthene-9-carboxaldehyde (3b), and 9,10-dihydro-10-methyl-9-acridinecarboxaldehyde (3c) by a novel two-carbon homologation of xanthydrol (1a), thioxanthydrol (1b), and 9,10-dihydro-10-methyl-9-acridinol (1c), respectively, using N-vinylacetamides (2a,b) or ethyl vinyl ether (2c) as acetaldehyde anion equivalents, is described

    A practical synthesis of a novel PPAR alpha agonist

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    An efficient synthesis of a potent PPAR alpha (peroxisome proliferator-activated receptors) agonist is described. The key step in the synthesis is a palladium-catalyzed coupling reaction between a suitably substituted benzene and the anion of methyl isobutyrate. Amide formation with proline provided the drug substance in 62 % overall yield based on 2. Keywords: Selective PPAR alpha agonist, preparation, Pd-catalyzed C-C bond formatio

    A Protocol for an Asymmetric Synthesis of γ-Amino Acids

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    A new and practical method for the asymmetric synthesis of γ-amino acids from β,γ-butenolides by an in situ esterification, condensation, and reduction in a one-pot procedure is described. This method is quite general for the preparation of both enantiomers of aryl or aliphatic γ-amino acids in high yields. These γ-amino-acid derivatives were also shown to be versatile synthetic intermediates for further transformations by their conversion to γ-lactams, δ-amino alcohols, and hydrolysis products in high yields with no racemization

    A Protocol for an Asymmetric Synthesis of γ-Amino Acids

    No full text
    A new and practical method for the asymmetric synthesis of γ-amino acids from β,γ-butenolides by an in situ esterification, condensation, and reduction in a one-pot procedure is described. This method is quite general for the preparation of both enantiomers of aryl or aliphatic γ-amino acids in high yields. These γ-amino-acid derivatives were also shown to be versatile synthetic intermediates for further transformations by their conversion to γ-lactams, δ-amino alcohols, and hydrolysis products in high yields with no racemization

    Resolution of (±)- t

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