Acetates

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Akhila K Sahoo - One of the best experts on this subject based on the ideXlab platform.

  • gold catalyzed regioselective hydration of propargyl Acetates assisted by a neighboring carbonyl group access to α acyloxy methyl ketones and synthesis of actinopolymorphol b
    Journal of Organic Chemistry, 2011
    Co-Authors: Nayan Ghosh, Sanatan Nayak, Akhila K Sahoo
    Abstract:

    A general atom-economical approach for the synthesis of α-acyloxy methyl ketone is demonstrated through regioselective hydration of a wide range of propargyl Acetates. Readily available catalyst comprising of 1% Ph3PAuCl and 1% AgSbF6 in dioxane−H2O efficiently hydrolyzes the terminal alkynes of the propargyl acetate in the absence of acid promoters at ambient temperature within a short time. Effective regioselective hydration is facilitated by the neighboring carbonyl group as demonstrated through 18O-labeling study. Compatibility of functional moieties and tolerance to various acid-labile protecting groups are observed. The catalytic condition is also suitable to perform hydration of TMS-substituted propargyl Acetates, even though it requires prolonged reaction time for completion. Stereointegrity of the propargylic acetate is preserved during the hydration. The robustness of the system is successfully demonstrated through gram scale preparation of the product in nearly quantitative yield. The common α-...

  • gold catalyzed regioselective hydration of propargyl Acetates assisted by a neighboring carbonyl group access to α acyloxy methyl ketones and synthesis of actinopolymorphol b
    Journal of Organic Chemistry, 2011
    Co-Authors: Nayan Ghosh, Sanatan Nayak, Akhila K Sahoo
    Abstract:

    A general atom-economical approach for the synthesis of α-acyloxy methyl ketone is demonstrated through regioselective hydration of a wide range of propargyl Acetates. Readily available catalyst comprising of 1% Ph3PAuCl and 1% AgSbF6 in dioxane−H2O efficiently hydrolyzes the terminal alkynes of the propargyl acetate in the absence of acid promoters at ambient temperature within a short time. Effective regioselective hydration is facilitated by the neighboring carbonyl group as demonstrated through 18O-labeling study. Compatibility of functional moieties and tolerance to various acid-labile protecting groups are observed. The catalytic condition is also suitable to perform hydration of TMS-substituted propargyl Acetates, even though it requires prolonged reaction time for completion. Stereointegrity of the propargylic acetate is preserved during the hydration. The robustness of the system is successfully demonstrated through gram scale preparation of the product in nearly quantitative yield. The common α-...

Nayan Ghosh - One of the best experts on this subject based on the ideXlab platform.

  • gold catalyzed regioselective hydration of propargyl Acetates assisted by a neighboring carbonyl group access to α acyloxy methyl ketones and synthesis of actinopolymorphol b
    Journal of Organic Chemistry, 2011
    Co-Authors: Nayan Ghosh, Sanatan Nayak, Akhila K Sahoo
    Abstract:

    A general atom-economical approach for the synthesis of α-acyloxy methyl ketone is demonstrated through regioselective hydration of a wide range of propargyl Acetates. Readily available catalyst comprising of 1% Ph3PAuCl and 1% AgSbF6 in dioxane−H2O efficiently hydrolyzes the terminal alkynes of the propargyl acetate in the absence of acid promoters at ambient temperature within a short time. Effective regioselective hydration is facilitated by the neighboring carbonyl group as demonstrated through 18O-labeling study. Compatibility of functional moieties and tolerance to various acid-labile protecting groups are observed. The catalytic condition is also suitable to perform hydration of TMS-substituted propargyl Acetates, even though it requires prolonged reaction time for completion. Stereointegrity of the propargylic acetate is preserved during the hydration. The robustness of the system is successfully demonstrated through gram scale preparation of the product in nearly quantitative yield. The common α-...

  • gold catalyzed regioselective hydration of propargyl Acetates assisted by a neighboring carbonyl group access to α acyloxy methyl ketones and synthesis of actinopolymorphol b
    Journal of Organic Chemistry, 2011
    Co-Authors: Nayan Ghosh, Sanatan Nayak, Akhila K Sahoo
    Abstract:

    A general atom-economical approach for the synthesis of α-acyloxy methyl ketone is demonstrated through regioselective hydration of a wide range of propargyl Acetates. Readily available catalyst comprising of 1% Ph3PAuCl and 1% AgSbF6 in dioxane−H2O efficiently hydrolyzes the terminal alkynes of the propargyl acetate in the absence of acid promoters at ambient temperature within a short time. Effective regioselective hydration is facilitated by the neighboring carbonyl group as demonstrated through 18O-labeling study. Compatibility of functional moieties and tolerance to various acid-labile protecting groups are observed. The catalytic condition is also suitable to perform hydration of TMS-substituted propargyl Acetates, even though it requires prolonged reaction time for completion. Stereointegrity of the propargylic acetate is preserved during the hydration. The robustness of the system is successfully demonstrated through gram scale preparation of the product in nearly quantitative yield. The common α-...

Roger Frech - One of the best experts on this subject based on the ideXlab platform.

  • ion transport with charge protected and non charge protected cations using the compensated arrhenius formalism part 2 relationship between ionic conductivity and diffusion
    Journal of Physical Chemistry B, 2012
    Co-Authors: Matt Petrowsky, Allison M Fleshman, Dharshani N Bopege, Roger Frech
    Abstract:

    Temperature-dependent ionic conductivities and cation/anion self-diffusion coefficients are measured for four electrolyte families: TbaTf-linear primary alcohols, LiTf-linear primary alcohols, TbaTf-n-alkyl Acetates, and LiTf-n-alkyl Acetates. The Nernst–Einstein equation does not adequately describe the data. Instead, the compensated Arrhenius formalism is applied to both conductivity and diffusion data. General trends based on temperature and alkyl chain length are observed when conductivity is plotted against cation or anion diffusion coefficient, but there is no clear pattern to the data. However, plotting conductivity exponential prefactors against those for diffusion results in four distinct curves, one each for the alcohol and acetate families described above. Furthermore, the TbaTf-alcohol and TbaTf-acetate data are “in line” with each other. The conductivity prefactors for the LiTf-alcohol data are smaller than those for the TbaTf data. The LiTf-acetate data have the lowest conductivity prefactor...

  • ion transport with charge protected and non charge protected cations using the compensated arrhenius formalism part 2 relationship between ionic conductivity and diffusion
    The Journal of Physical Chemistry, 2012
    Co-Authors: Matt Petrowsky, Allison M Fleshman, Dharshani N Bopege, Roger Frech
    Abstract:

    Temperature-dependent ionic conductivities and cation/anion self-diffusion coefficients are measured for four electrolyte families: TbaTf-linear primary alcohols, LiTf-linear primary alcohols, TbaTf-n-alkyl Acetates, and LiTf-n-alkyl Acetates. The Nernst–Einstein equation does not adequately describe the data. Instead, the compensated Arrhenius formalism is applied to both conductivity and diffusion data. General trends based on temperature and alkyl chain length are observed when conductivity is plotted against cation or anion diffusion coefficient, but there is no clear pattern to the data. However, plotting conductivity exponential prefactors against those for diffusion results in four distinct curves, one each for the alcohol and acetate families described above. Furthermore, the TbaTf-alcohol and TbaTf-acetate data are “in line” with each other. The conductivity prefactors for the LiTf-alcohol data are smaller than those for the TbaTf data. The LiTf-acetate data have the lowest conductivity prefactors. This trend in prefactors mirrors the observed trend in degree of ionic association for these electrolytes.

Sanatan Nayak - One of the best experts on this subject based on the ideXlab platform.

  • gold catalyzed regioselective hydration of propargyl Acetates assisted by a neighboring carbonyl group access to α acyloxy methyl ketones and synthesis of actinopolymorphol b
    Journal of Organic Chemistry, 2011
    Co-Authors: Nayan Ghosh, Sanatan Nayak, Akhila K Sahoo
    Abstract:

    A general atom-economical approach for the synthesis of α-acyloxy methyl ketone is demonstrated through regioselective hydration of a wide range of propargyl Acetates. Readily available catalyst comprising of 1% Ph3PAuCl and 1% AgSbF6 in dioxane−H2O efficiently hydrolyzes the terminal alkynes of the propargyl acetate in the absence of acid promoters at ambient temperature within a short time. Effective regioselective hydration is facilitated by the neighboring carbonyl group as demonstrated through 18O-labeling study. Compatibility of functional moieties and tolerance to various acid-labile protecting groups are observed. The catalytic condition is also suitable to perform hydration of TMS-substituted propargyl Acetates, even though it requires prolonged reaction time for completion. Stereointegrity of the propargylic acetate is preserved during the hydration. The robustness of the system is successfully demonstrated through gram scale preparation of the product in nearly quantitative yield. The common α-...

  • gold catalyzed regioselective hydration of propargyl Acetates assisted by a neighboring carbonyl group access to α acyloxy methyl ketones and synthesis of actinopolymorphol b
    Journal of Organic Chemistry, 2011
    Co-Authors: Nayan Ghosh, Sanatan Nayak, Akhila K Sahoo
    Abstract:

    A general atom-economical approach for the synthesis of α-acyloxy methyl ketone is demonstrated through regioselective hydration of a wide range of propargyl Acetates. Readily available catalyst comprising of 1% Ph3PAuCl and 1% AgSbF6 in dioxane−H2O efficiently hydrolyzes the terminal alkynes of the propargyl acetate in the absence of acid promoters at ambient temperature within a short time. Effective regioselective hydration is facilitated by the neighboring carbonyl group as demonstrated through 18O-labeling study. Compatibility of functional moieties and tolerance to various acid-labile protecting groups are observed. The catalytic condition is also suitable to perform hydration of TMS-substituted propargyl Acetates, even though it requires prolonged reaction time for completion. Stereointegrity of the propargylic acetate is preserved during the hydration. The robustness of the system is successfully demonstrated through gram scale preparation of the product in nearly quantitative yield. The common α-...

Jinchang Zhang - One of the best experts on this subject based on the ideXlab platform.