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  1. Free, publicly-accessible full text available October 1, 2024
  2. null (Ed.)
    Hybrid synthetic organic/biocatalytic entry into the Tamiflu core, utilizing KRED-reporting enzymes from ISES (In Situ Enzymatic Screening) to set the stereochemistry. The key alpha,beta-unsaturated ketone substrate is obtained by Birch reduction from m-anisic acid. The Birch reduction is conducted either by traditional dissolving metal conditions, or by the electrosynthetic variant recently reported by P. Baran and co-workers. The enzymatic step is novel in that one stereocenter is 'dialed in' almost perfect (i.e. nearly perfect facial selectivity is shown ) whereas the pre-existing stereocenter is 'dialed out' almost perfectly, as desired, to give complete throughput. Following enzymatic reduction, the C-O stereocenter that was set enzymatically is parlayed into a the C-N stereocenter required for Tamiflu. This paper has been selected for the cover of JOC 
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  3. In the crystal of the title compound, C 6 H 6 F 8 O 4 , O—H...O hydrogen bonds involving the hydroxy groups connect the molecules, forming a two-dimensional network parallel to (100). These hydrogen-bonding interactions appear to drive the O—C—C—O torsion angles into a gauche – trans – trans series of conformations along the backbone of the molecule. 
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  4. Abstract

    An expanded dinuclear copper(II) complex (1) derived from a biphenyl‐based hexaazamacrocyle (L) was synthesized and characterized by single crystal X‐ray analysis, exhibiting a boat‐shaped cavity with an elongated CuII⋅⋅⋅CuIIdistance of 11.01 Å. The dinuclear copper(II) complex was investigated for a verity of biologically relevant anions including carboxylates (oxalate, citrate, tartrate, glutamate, adipate, acetate and benzoate), oxoanions (phosphate, sulphate, perchlorate and nitrate), and halides (fluoride, chloride, bromide and iodide) by competitive fluorescence titrationsviaindicator displacement assay (IDA) using an external dye (Eosin Y) in water‐methanol solution at neutral pH. The receptor was shown to exhibit strong affinity for oxalate, providing the binding trend: oxalate (logK=6.07)>citrate (logK=5.74)>phosphate (logK=5.02)>tartrate (logK=4.78)>glutamate (logK=4.42)>adipate (logK=4.31)>acetate (logK=4.14)>benzoate (logK=4.01). No interaction was observed for other anions including sulphate, perchlorate, nitrate, fluoride, chloride, bromide and iodide under the identical conditions.

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