The Experts below are selected from a list of 27 Experts worldwide ranked by ideXlab platform

Glenn C. Micalizio - One of the best experts on this subject based on the ideXlab platform.

  • A Complementary Process to Pauson-Khand-Type Annulation Reactions for the Construction of Fully Substituted Cyclopentenones.
    Organic Letters, 2019
    Co-Authors: Adam B. Millham, Matthew J. Kier, Robert M. Leon, Rajdip Karmakar, Zachary D. Stempel, Glenn C. Micalizio
    Abstract:

    A complementary process to the Pauson–Khand Annulation is described that is well suited to forging densely substituted/oxygenated cyclopentenone products (including fully substituted variants). The reaction is thought to proceed through a sequence of metallacycle-mediated bond-forming events that engages an internal alkyne and a β-keto ester in an Annulation process that forges two C–C bonds. A variant of this Annulation process has also been established that delivers deoxygenated cyclopentenones that lack the allylic tertiary alcohol.

  • A Complementary Process to Pauson–Khand-Type Annulation Reactions for the Construction of Fully Substituted Cyclopentenones
    2019
    Co-Authors: Adam B. Millham, Matthew J. Kier, Robert M. Leon, Rajdip Karmakar, Zachary D. Stempel, Glenn C. Micalizio
    Abstract:

    A complementary process to the Pauson–Khand Annulation is described that is well suited to forging densely substituted/oxygenated cyclopentenone products (including fully substituted variants). The reaction is thought to proceed through a sequence of metallacycle-mediated bond-forming events that engages an internal alkyne and a β-keto ester in an Annulation process that forges two C–C bonds. A variant of this Annulation process has also been established that delivers deoxygenated cyclopentenones that lack the allylic tertiary alcohol

Stephen F. Martin - One of the best experts on this subject based on the ideXlab platform.

  • Features and Applications of [Rh (CO )2Cl ]2 -Catalyzed Alkylations of Unsymmetrical Allylic Substrates
    The Journal of Organic Chemistry, 2007
    Co-Authors: Brandon L. Ashfeld, Kenneth A. Miller, Anna J. Smith, Kristy Tran, Stephen F. Martin
    Abstract:

    A novel regio- and stereoselective [Rh(CO)2Cl]2-catalyzed allylic alkylation of unsymmetrical allylic carbonates was discovered. The regioselectivity of the reaction favors product ratios in which substitution occurs at the carbon bearing the leaving group. When an enantiomerically enriched carbonate (≥99% ee) was examined, the Rh(I)-catalyzed allylic alkylation proceeded stereoselectively to provide the alkylation product with retention of absolute stereochemistry (98% ee). To establish the scope of the [Rh(CO)2Cl]2-catalyzed allylic alkylation, a variety of carbon and heteroatom nucleophiles were examined and the results described. As an application of the Rh(I)-catalyzed allylic alkylation, a series of novel domino reactions have been developed that couple the unique regio- and stereoselective [Rh(CO)2Cl]2-catalyzed alkylation of allylic trifluoroacetates with an intramolecular Pauson−Khand Annulation, a cycloisomerization, or a [5+2] cycloaddition. A unique aspect of the method described is the use of...

  • [Rh(CO)2Cl]2-catalyzed domino reactions involving allylic substitution and subsequent carbocyclization reactions.
    Organic Letters, 2005
    Co-Authors: Brandon L. Ashfeld, Kenneth A. Miller, Anna J. Smith, Kristy Tran, Stephen F. Martin
    Abstract:

    Three novel domino reaction processes have been discovered and developed that employ the regioselective and stereoselective [Rh(CO)2Cl]2-catalyzed alkylations of allylic trifluoroacetates with α-substituted sodiomalonates followed by an intramolecular Pauson−Khand Annulation, a [5 + 2] cycloaddition, or a cycloisomerization. A unique aspect of the methodology is that a single catalyst is used to effect sequential transformations simply by increasing the temperature for the second reaction.

Adam B. Millham - One of the best experts on this subject based on the ideXlab platform.

  • A Complementary Process to Pauson-Khand-Type Annulation Reactions for the Construction of Fully Substituted Cyclopentenones.
    Organic Letters, 2019
    Co-Authors: Adam B. Millham, Matthew J. Kier, Robert M. Leon, Rajdip Karmakar, Zachary D. Stempel, Glenn C. Micalizio
    Abstract:

    A complementary process to the Pauson–Khand Annulation is described that is well suited to forging densely substituted/oxygenated cyclopentenone products (including fully substituted variants). The reaction is thought to proceed through a sequence of metallacycle-mediated bond-forming events that engages an internal alkyne and a β-keto ester in an Annulation process that forges two C–C bonds. A variant of this Annulation process has also been established that delivers deoxygenated cyclopentenones that lack the allylic tertiary alcohol.

  • A Complementary Process to Pauson–Khand-Type Annulation Reactions for the Construction of Fully Substituted Cyclopentenones
    2019
    Co-Authors: Adam B. Millham, Matthew J. Kier, Robert M. Leon, Rajdip Karmakar, Zachary D. Stempel, Glenn C. Micalizio
    Abstract:

    A complementary process to the Pauson–Khand Annulation is described that is well suited to forging densely substituted/oxygenated cyclopentenone products (including fully substituted variants). The reaction is thought to proceed through a sequence of metallacycle-mediated bond-forming events that engages an internal alkyne and a β-keto ester in an Annulation process that forges two C–C bonds. A variant of this Annulation process has also been established that delivers deoxygenated cyclopentenones that lack the allylic tertiary alcohol

Brandon L. Ashfeld - One of the best experts on this subject based on the ideXlab platform.

  • Features and Applications of [Rh (CO )2Cl ]2 -Catalyzed Alkylations of Unsymmetrical Allylic Substrates
    The Journal of Organic Chemistry, 2007
    Co-Authors: Brandon L. Ashfeld, Kenneth A. Miller, Anna J. Smith, Kristy Tran, Stephen F. Martin
    Abstract:

    A novel regio- and stereoselective [Rh(CO)2Cl]2-catalyzed allylic alkylation of unsymmetrical allylic carbonates was discovered. The regioselectivity of the reaction favors product ratios in which substitution occurs at the carbon bearing the leaving group. When an enantiomerically enriched carbonate (≥99% ee) was examined, the Rh(I)-catalyzed allylic alkylation proceeded stereoselectively to provide the alkylation product with retention of absolute stereochemistry (98% ee). To establish the scope of the [Rh(CO)2Cl]2-catalyzed allylic alkylation, a variety of carbon and heteroatom nucleophiles were examined and the results described. As an application of the Rh(I)-catalyzed allylic alkylation, a series of novel domino reactions have been developed that couple the unique regio- and stereoselective [Rh(CO)2Cl]2-catalyzed alkylation of allylic trifluoroacetates with an intramolecular Pauson−Khand Annulation, a cycloisomerization, or a [5+2] cycloaddition. A unique aspect of the method described is the use of...

  • [Rh(CO)2Cl]2-catalyzed domino reactions involving allylic substitution and subsequent carbocyclization reactions.
    Organic Letters, 2005
    Co-Authors: Brandon L. Ashfeld, Kenneth A. Miller, Anna J. Smith, Kristy Tran, Stephen F. Martin
    Abstract:

    Three novel domino reaction processes have been discovered and developed that employ the regioselective and stereoselective [Rh(CO)2Cl]2-catalyzed alkylations of allylic trifluoroacetates with α-substituted sodiomalonates followed by an intramolecular Pauson−Khand Annulation, a [5 + 2] cycloaddition, or a cycloisomerization. A unique aspect of the methodology is that a single catalyst is used to effect sequential transformations simply by increasing the temperature for the second reaction.

Matthew J. Kier - One of the best experts on this subject based on the ideXlab platform.

  • A Complementary Process to Pauson-Khand-Type Annulation Reactions for the Construction of Fully Substituted Cyclopentenones.
    Organic Letters, 2019
    Co-Authors: Adam B. Millham, Matthew J. Kier, Robert M. Leon, Rajdip Karmakar, Zachary D. Stempel, Glenn C. Micalizio
    Abstract:

    A complementary process to the Pauson–Khand Annulation is described that is well suited to forging densely substituted/oxygenated cyclopentenone products (including fully substituted variants). The reaction is thought to proceed through a sequence of metallacycle-mediated bond-forming events that engages an internal alkyne and a β-keto ester in an Annulation process that forges two C–C bonds. A variant of this Annulation process has also been established that delivers deoxygenated cyclopentenones that lack the allylic tertiary alcohol.

  • A Complementary Process to Pauson–Khand-Type Annulation Reactions for the Construction of Fully Substituted Cyclopentenones
    2019
    Co-Authors: Adam B. Millham, Matthew J. Kier, Robert M. Leon, Rajdip Karmakar, Zachary D. Stempel, Glenn C. Micalizio
    Abstract:

    A complementary process to the Pauson–Khand Annulation is described that is well suited to forging densely substituted/oxygenated cyclopentenone products (including fully substituted variants). The reaction is thought to proceed through a sequence of metallacycle-mediated bond-forming events that engages an internal alkyne and a β-keto ester in an Annulation process that forges two C–C bonds. A variant of this Annulation process has also been established that delivers deoxygenated cyclopentenones that lack the allylic tertiary alcohol