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David H. Grayson

Researcher at Trinity College, Dublin

Publications -  56
Citations -  310

David H. Grayson is an academic researcher from Trinity College, Dublin. The author has contributed to research in topics: Yield (chemistry) & Cleavage (embryo). The author has an hindex of 11, co-authored 56 publications receiving 291 citations.

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Knoevenagel reactions with β-oxo acids. Regiospecific enol equivalents for syntheses of α,β-unsaturated ketones and of some β-ketols

TL;DR: Synthesis of (E)-7-methyloct-4-en-3-one, a major constituent of the marine sponge Plakortis zygompha, has been carried out using this methodology, and some observations on the mechanism of the reaction between 3-oxobutanoic acid and benzaldehyde are presented.
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Concise synthesis and CDK/GSK inhibitory activity of the missing 9-azapaullones.

TL;DR: A remarkably concise, chromatography-free route to the parent compound of the paullone family of cyclin-dependent kinase (CDK) inhibitors is reported and a similar strategy allowed the synthesis of the hitherto missing 9-azapaullones and its protonated, N-oxidised and N-alkylated derivatives.
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Conversion of (Z)-1,4-dihydroxyalk-2-enes into 2,5-dihydrofurans and of alkane-1,4-diols into tetrahydrofurans via acid-catalysed cyclisation of the monoisoureas formed by their copper(I)-mediated reactions with dicyclohexylcarbodiimide

TL;DR: In this article, the authors show that 1,4-Dihydroxyalk-2-enes react with dicyclohexyl carbodiimide in the presence of catalytic amounts of copper(I) chloride to give O-alkyl monoisoureas which cyclise to give 2-substituted-2,5-dihydrofurans and dicycyclohexylonurea when they are treated with trifluoroacetic acid.
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Impurities in a morphine sulfate drug product identified as 5-(hydroxymethyl)-2-furfural, 10-hydroxymorphine and 10-oxomorphine.

TL;DR: 5-(Hydroxymethyl)-2-furfural is a degradation product of hexose sugars, and its formation in the presence of morphine sulfate formulated with fumaric acid suggests that caution should be exercised when including nonpareil seeds in formulations that contain acidic drug salts and/or acid excipients.