Organische Chemie (Sparr)Head of Research Unit Prof. Dr.Christof SparrOverviewMembersPublicationsProjects & CollaborationsProjects & Collaborations OverviewMembersPublicationsProjects & Collaborations Projects & Collaborations 11 foundShow per page10 10 20 50 Development of an enanselective introduction of phosphorothioate bridge in DNA/RNA strands Research Project | 1 Project MembersImported from Grants Tool 4705124 Overcrowded Alkynes Research Project | 1 Project MembersImported from Grants Tool 4664269 Overcrowded Alkynes Research Project | 1 Project MembersImported from Grants Tool 4699772 Photoredox/e-Chem Research Project | 1 Project MembersNo Description available STEELE (Selective N-alkylation of fluorinated indoles) Research Project | 1 Project MembersNo Description available X-Fold StereoGen: Catalyst Control over X-Fold Stereogenicity Research Project | 1 Project MembersStereoisomers are molecular entities with identical atomic connections existing in separate forms due to the different arrangements of their atoms in space. Most stereogenic units encode two configurations, describing distinct three-dimensional molecular structures. These strongly impact molecular properties, which prompts preparative methods with control over configuration, ideally using catalysts that enable selective transformations. The catalysts differentiate competing reaction pathways towards the desired stereoisomer and remain intact throughout the process. The aim of the EU-funded X-Fold StereoGen project is now to catalytically control stereogenic units that encode more than two configurations. Besides the larger stereochemical space addressable by stereoselective synthesis, the conceptual interconnection between higher-order stereogenicity and conformational space is endeavored. AtropFluoPhoto - Stereoselective Synthesis of Atropisomeric Fluorophores for Asymmetric Photocatalysis Research Project | 2 Project MembersArylated heterocyclic systems, such as fluorophores, have a long history as a component in functional materials. They are extremely useful platforms for a broad application in material science, biological imaging or organic synthesis, owing to their unique chemical, photophysical, and electrochemical properties. The development of an efficient route to prepare this type of heterocycles continues to attract interest for various applications, while only limited to the synthesis of symmetric fluorophores in racemic fashion. Introducing a chiral element into the molecules is of great significance for drug discovery, the design of catalysts for asymmetric synthetic photochemistry and other enantioselective methods. The resulting fluorophore bearing enantiospecific sensing platforms may also find potential applications in the enantioselective recognition of chiral small molecules or bioactive compounds such as DNA. Hence, the aim of the proposed AtropFluoPhoto is to develop a strategy for the asymmetric catalytic synthesis of chiral heterocyclic fluorophores. We plan to investigate different activation modes to achieve the construction of axially chiral fluorophores in intramolecular or intermolecular reactions. With the knowledge of their unique chemical and photophysical properties, we will then particularly explore their practical application in synthesis and novel catalyst design for asymmetric catalysis in photocatalysis. Catalyst-controlled Divergent Synthesis of Aromatic Polyketides Research Project | 1 Project MembersThe fascinating diversity of aromatic polyketides, which posses an impressive range of applications in medicine, can be traced to common linear poly-β-carbonyl precursors that are selectively folded and cyclized by a sophisticated biocatalytic machinery. It is therefore not surprising that chemists were captivated by the prospect of a biomimetic synthesis of aromatic polyketides since the beginnings of organic synthesis. However, due to the high reactivity systems and the manifold possibilities for cyclization reactions, these approaches have only allowed to study short poly-β-carbonyl systems without catalyst control. With the recent advances in catalysis, it is now within reach to mimic the controlled and selective folding of higher order poly-β-carbonyl with small-molecule catalysts. Inspired by the concepts of cyclic stereocontrol, the proposed strategy takes advantage of fewer conformational states, the lower number of folding modes and the developing ring strains in transannular aldol condensation of cyclic poly-β-carbonyl substrates. These substrates will be prepared by oxidative dissection of ambilaterally annulated hydroarene precursors. Treatment with suitable catalysts capable of controlling the folding mode will subsequently suture the polycyclic ring structure. Highly selective aldol addition/reduction for the synthesis of (R)-pantolactone Research Project | 2 Project MembersNo Description available Stereoselective, Catalytic Annulation Methods to Create Structurally Well-Defined Scaffolds Research Project | 1 Project MembersStructurally well-defined objects are the elements required for the rational design of molecular backbones. The development of novel synthetic methods for the formation of new aromatic rings will provide unique scaffolds, which are not readily accessible otherwise. The catalyst controlled stereoselective arene-forming aldol condensation to form compounds with axial, helical or planar chirality will be investigated in detail. In the examined cascade reactions, the stereochemical information of small amine catalysts is transferred into new chirality elements leading to different, structurally distinct molecular architectures. The well-defined scaffolds will subsequently be employed to position various groups into a predictable spatial arrangement with respect to each other. 12 12 OverviewMembersPublicationsProjects & Collaborations
Projects & Collaborations 11 foundShow per page10 10 20 50 Development of an enanselective introduction of phosphorothioate bridge in DNA/RNA strands Research Project | 1 Project MembersImported from Grants Tool 4705124 Overcrowded Alkynes Research Project | 1 Project MembersImported from Grants Tool 4664269 Overcrowded Alkynes Research Project | 1 Project MembersImported from Grants Tool 4699772 Photoredox/e-Chem Research Project | 1 Project MembersNo Description available STEELE (Selective N-alkylation of fluorinated indoles) Research Project | 1 Project MembersNo Description available X-Fold StereoGen: Catalyst Control over X-Fold Stereogenicity Research Project | 1 Project MembersStereoisomers are molecular entities with identical atomic connections existing in separate forms due to the different arrangements of their atoms in space. Most stereogenic units encode two configurations, describing distinct three-dimensional molecular structures. These strongly impact molecular properties, which prompts preparative methods with control over configuration, ideally using catalysts that enable selective transformations. The catalysts differentiate competing reaction pathways towards the desired stereoisomer and remain intact throughout the process. The aim of the EU-funded X-Fold StereoGen project is now to catalytically control stereogenic units that encode more than two configurations. Besides the larger stereochemical space addressable by stereoselective synthesis, the conceptual interconnection between higher-order stereogenicity and conformational space is endeavored. AtropFluoPhoto - Stereoselective Synthesis of Atropisomeric Fluorophores for Asymmetric Photocatalysis Research Project | 2 Project MembersArylated heterocyclic systems, such as fluorophores, have a long history as a component in functional materials. They are extremely useful platforms for a broad application in material science, biological imaging or organic synthesis, owing to their unique chemical, photophysical, and electrochemical properties. The development of an efficient route to prepare this type of heterocycles continues to attract interest for various applications, while only limited to the synthesis of symmetric fluorophores in racemic fashion. Introducing a chiral element into the molecules is of great significance for drug discovery, the design of catalysts for asymmetric synthetic photochemistry and other enantioselective methods. The resulting fluorophore bearing enantiospecific sensing platforms may also find potential applications in the enantioselective recognition of chiral small molecules or bioactive compounds such as DNA. Hence, the aim of the proposed AtropFluoPhoto is to develop a strategy for the asymmetric catalytic synthesis of chiral heterocyclic fluorophores. We plan to investigate different activation modes to achieve the construction of axially chiral fluorophores in intramolecular or intermolecular reactions. With the knowledge of their unique chemical and photophysical properties, we will then particularly explore their practical application in synthesis and novel catalyst design for asymmetric catalysis in photocatalysis. Catalyst-controlled Divergent Synthesis of Aromatic Polyketides Research Project | 1 Project MembersThe fascinating diversity of aromatic polyketides, which posses an impressive range of applications in medicine, can be traced to common linear poly-β-carbonyl precursors that are selectively folded and cyclized by a sophisticated biocatalytic machinery. It is therefore not surprising that chemists were captivated by the prospect of a biomimetic synthesis of aromatic polyketides since the beginnings of organic synthesis. However, due to the high reactivity systems and the manifold possibilities for cyclization reactions, these approaches have only allowed to study short poly-β-carbonyl systems without catalyst control. With the recent advances in catalysis, it is now within reach to mimic the controlled and selective folding of higher order poly-β-carbonyl with small-molecule catalysts. Inspired by the concepts of cyclic stereocontrol, the proposed strategy takes advantage of fewer conformational states, the lower number of folding modes and the developing ring strains in transannular aldol condensation of cyclic poly-β-carbonyl substrates. These substrates will be prepared by oxidative dissection of ambilaterally annulated hydroarene precursors. Treatment with suitable catalysts capable of controlling the folding mode will subsequently suture the polycyclic ring structure. Highly selective aldol addition/reduction for the synthesis of (R)-pantolactone Research Project | 2 Project MembersNo Description available Stereoselective, Catalytic Annulation Methods to Create Structurally Well-Defined Scaffolds Research Project | 1 Project MembersStructurally well-defined objects are the elements required for the rational design of molecular backbones. The development of novel synthetic methods for the formation of new aromatic rings will provide unique scaffolds, which are not readily accessible otherwise. The catalyst controlled stereoselective arene-forming aldol condensation to form compounds with axial, helical or planar chirality will be investigated in detail. In the examined cascade reactions, the stereochemical information of small amine catalysts is transferred into new chirality elements leading to different, structurally distinct molecular architectures. The well-defined scaffolds will subsequently be employed to position various groups into a predictable spatial arrangement with respect to each other. 12 12
Development of an enanselective introduction of phosphorothioate bridge in DNA/RNA strands Research Project | 1 Project MembersImported from Grants Tool 4705124
STEELE (Selective N-alkylation of fluorinated indoles) Research Project | 1 Project MembersNo Description available
X-Fold StereoGen: Catalyst Control over X-Fold Stereogenicity Research Project | 1 Project MembersStereoisomers are molecular entities with identical atomic connections existing in separate forms due to the different arrangements of their atoms in space. Most stereogenic units encode two configurations, describing distinct three-dimensional molecular structures. These strongly impact molecular properties, which prompts preparative methods with control over configuration, ideally using catalysts that enable selective transformations. The catalysts differentiate competing reaction pathways towards the desired stereoisomer and remain intact throughout the process. The aim of the EU-funded X-Fold StereoGen project is now to catalytically control stereogenic units that encode more than two configurations. Besides the larger stereochemical space addressable by stereoselective synthesis, the conceptual interconnection between higher-order stereogenicity and conformational space is endeavored.
AtropFluoPhoto - Stereoselective Synthesis of Atropisomeric Fluorophores for Asymmetric Photocatalysis Research Project | 2 Project MembersArylated heterocyclic systems, such as fluorophores, have a long history as a component in functional materials. They are extremely useful platforms for a broad application in material science, biological imaging or organic synthesis, owing to their unique chemical, photophysical, and electrochemical properties. The development of an efficient route to prepare this type of heterocycles continues to attract interest for various applications, while only limited to the synthesis of symmetric fluorophores in racemic fashion. Introducing a chiral element into the molecules is of great significance for drug discovery, the design of catalysts for asymmetric synthetic photochemistry and other enantioselective methods. The resulting fluorophore bearing enantiospecific sensing platforms may also find potential applications in the enantioselective recognition of chiral small molecules or bioactive compounds such as DNA. Hence, the aim of the proposed AtropFluoPhoto is to develop a strategy for the asymmetric catalytic synthesis of chiral heterocyclic fluorophores. We plan to investigate different activation modes to achieve the construction of axially chiral fluorophores in intramolecular or intermolecular reactions. With the knowledge of their unique chemical and photophysical properties, we will then particularly explore their practical application in synthesis and novel catalyst design for asymmetric catalysis in photocatalysis.
Catalyst-controlled Divergent Synthesis of Aromatic Polyketides Research Project | 1 Project MembersThe fascinating diversity of aromatic polyketides, which posses an impressive range of applications in medicine, can be traced to common linear poly-β-carbonyl precursors that are selectively folded and cyclized by a sophisticated biocatalytic machinery. It is therefore not surprising that chemists were captivated by the prospect of a biomimetic synthesis of aromatic polyketides since the beginnings of organic synthesis. However, due to the high reactivity systems and the manifold possibilities for cyclization reactions, these approaches have only allowed to study short poly-β-carbonyl systems without catalyst control. With the recent advances in catalysis, it is now within reach to mimic the controlled and selective folding of higher order poly-β-carbonyl with small-molecule catalysts. Inspired by the concepts of cyclic stereocontrol, the proposed strategy takes advantage of fewer conformational states, the lower number of folding modes and the developing ring strains in transannular aldol condensation of cyclic poly-β-carbonyl substrates. These substrates will be prepared by oxidative dissection of ambilaterally annulated hydroarene precursors. Treatment with suitable catalysts capable of controlling the folding mode will subsequently suture the polycyclic ring structure.
Highly selective aldol addition/reduction for the synthesis of (R)-pantolactone Research Project | 2 Project MembersNo Description available
Stereoselective, Catalytic Annulation Methods to Create Structurally Well-Defined Scaffolds Research Project | 1 Project MembersStructurally well-defined objects are the elements required for the rational design of molecular backbones. The development of novel synthetic methods for the formation of new aromatic rings will provide unique scaffolds, which are not readily accessible otherwise. The catalyst controlled stereoselective arene-forming aldol condensation to form compounds with axial, helical or planar chirality will be investigated in detail. In the examined cascade reactions, the stereochemical information of small amine catalysts is transferred into new chirality elements leading to different, structurally distinct molecular architectures. The well-defined scaffolds will subsequently be employed to position various groups into a predictable spatial arrangement with respect to each other.
