Forschungsbericht

Third-party-funded project

Title:
Circular Dichroism Spectroscopy for the determination of the absolute configuration of natural products and other organic compounds

Project management at the University of Würzburg:

PD Dr. Hans-Ulrich Humpf ,Tel: 0931-8885483,Fax: 0931-8885484

Participating scientists:

Abstract:
The major research activities are the determination of the absolute configuration of natural products and organic molecules by the CD exciton chirality method. Several new developments and applications for the stereochemical assignment of carboxylic acids groups, fumonisins, alpha-aryl-substituted alcohols and acyclic 2- and 3-sulfanyl-1-alkanols have been performed.

Key words:
    CircularDichroism
    Absolute Configuration
    Stereochemistry
    Exciton Chirality Method

Projekt period: from 01.1995 to 12.2001

Funding institution:
Sonstige öffentliche Mittel

Publications:

Schreder, B.; Lukacs, Z.; Schmitt, M.; Schreier, P.; Humpf, H.-U. 1. (1996). 1-Naphthoic Acid: A New Type of Asymmetric Chromophore for Exciton-Coupled Circular Dichroism (ECCD). (monograph)
Adam, W.; Hoch, U.; Humpf, H.-U.; Saha-Möller, C. R.; Schreier, P.. (1996). Horseradish Peroxidase (HRP)-Catalyzed Enantioselective Reduction of Racemic Hydroperoxy Homoallylic Alcohols: A Novel Enzymatic Method for the Preparation of Optically Active Unsaturated Diols and Hydroperoxy Alcohols. (monograph)
Hoch, U.; Humpf, H.-U.; Schreier, P.; Saha-Möller, C. R.; Adam, W.. (1997). Configurational Assignment of Optically Active Hydroperoxy Homoallylic Alcohols and the Corresponding Diols by Circular Dichroism and Multidimensional Gas Chromatography. (monograph)
Gimple, O.; Schreier, P.; Humpf, H.-U.. (1997). A New Exciton-Coupled Circular Dichroism Method for Assigning the Absolute Configuration in alpha- and beta-Hydroxy Carboxylic Acids. (monograph)
Schneider, C.; Schreier, P.; Humpf, H.-U.. (1997). Exciton-Coupled Circular Dichroism (ECCD) in Acyclic Hydroxylated Dienes: A Sensitive Method for the Direct Stereochemical Assignment of Lipoxygenase Products. (monograph)
Adam, W.; Lazarus, M.; Boss, B.; Humpf, H.-U.; Saha-Möller, C. R.; Schreier, P.. (1997). Enzymatic Resolution of Chiral 2-Hydroxy Carboxylic Acids by Enantioselective Oxidation with Molecular Oxygen Catalyzed by the Glycolate Oxidase from Spinach (Spinacia oleracea). (monograph)
Adam, W.; Humpf, H.-U.; Korb, M. N.; Schreier, P.. (1997). The Configurational Assignment of the Optically Active 5-(1-Hydroperoxyethyl)-3-ethoxycarbonyl-2-methylfuran and its Alcohol by Exciton-Coupled Circular Dichroism (ECCD). (monograph)
Hör, K.; Gimple, O.; Schreier, P.; Humpf, H.-U.. (1998). Absolute Configurational Assignment of Acyclic Carboxylic Acids: A New Strategy in Exciton-Coupled Circular Dichroism. (monograph)
Hartl, M.; Humpf, H.-U.. (1998). Assigning the Absolute Configuration of Fumonisins by the Circular Dichroism Exciton Chirality Method. (monograph)
Adam, W.; Lazarus, M.; Schmerder, A.; Humpf, H.-U.; Saha-Möller, C. R.; Schreier, P.. (1998). Synthesis of Optically Active a-Hydroxy Acids by Kinetic Resolution through Lipase-Catalyzed Enantioselective Acetylation. (monograph)
Adam, W.; Boland, W.; Hartmann-Schreier, J.; Humpf, H.-U.; Lazarus, M.; Saffert, A.; Saha-Möller, C. R.; Schreier, P.. (1998). a-Hydroxylation of Carboxylic Acids with Molecular Oxygen Catalyzed by the alpha-Oxidase of Peas (Pisum sativum): A Novel Biocatalytic Synthesis of Enantiomerically Pure (R)-2-Hydroxy Acids. (monograph)
Adam, W.; Lukacs, Z.; Viebach, K.; Humpf, H.-U.; Saha-Möller, C. R.; Schreier, P. (2000). Microscale Determination of the Absolute Configuration of alpha-Aryl-substituted Alcohols by the CD Exciton Chirality Method. (monograph)
Hartl, M.; Humpf, H.-U.. (2000). 2-Naphthol as a Powerful Chromophore for the Configurational Assignment of Carboxylic Acid Groups via the CD Exciton Chirality Method. (monograph)
Adam, W.; Groer, P.; Humpf, H.-U.; Saha-Möller, C. R.. (2000). Synthesis of Optically Active alpha-Methylene beta-Lactams through Lipase-Catalyzed Kinetic Resolution. (monograph)
Humpf, H.-U.. (2001). CD Spectroscopy as a Powerful Tool for the Stereochemical Assignment of Carotenoid-Derived Aroma Compounds. In: Carotenoid Derived Aroma Compounds. (monograph)
Hartl, M.; Humpf, H.-U.. (2001). Combined Synthetic/CD Strategy for the Stereochemical Assignment of the Tricarballylic Acid Side Chain of Fumonisin B1. (monograph)
Adam, W.; Humpf, H.-U.; Roschmann, K. J.; Saha-Möller, C. R.. (2001). Enantioselective Epoxidation with Chiral MnIII(salen) Catalysts: Kinetic Resolution of Aryl- Substituted Allylic Alcohols. (monograph)
Weckerle, B.; Schreier, P.; Humpf, H.-U.. (2001). A New One Step Strategy for the Stereochemical Assignment of Acyclic 2- and 3-Sulfanyl-1-alkanols Using the CD Exciton Chirality Method. (monograph)

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