18 research outputs found

    Data for: Assessing the efficacy and ecology of biocontrol and biomanipulation for managing invasive pest fish

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    This is the data for the paper 'Assessing the efficacy and ecology of biocontrol and biomanipulation for managing invasive pest fish' in Journal of Applied Ecolog

    Enantioselective Total Synthesis of the Marine Macrolides Salarins A and C

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    Here we report the first total synthesis of the marine macrolide salarin C, a potent anticancer agent, and demonstrate the biomimetic oxidation–Wasserman rearrangement to access salarin A. This synthesis relies on L-proline catalysis to install a chlorohydrin function that masks the sensitive C16–C17 epoxide and potentially mimics the biosynthesis of these compounds where a related chlorohydrin may yield both THF- and epoxide-containing salarins. Additional and key features of the synthesis include (i) macrocycle formation via ring-closing metathesis, (ii) macrocyclic substrate-controlled epoxidation of the C12–C13 allylic alcohol, and (iii) a late-stage Julia–Kocienski olefination to install the side chain. Importantly, this work provides a platform for the synthesis of other salarins and analogues of these potentially important anticancer natural products

    Enantioselective Total Synthesis of the Marine Macrolides Salarins A and C

    No full text
    Here we report the first total synthesis of the marine macrolide salarin C, a potent anticancer agent, and demonstrate the biomimetic oxidation–Wasserman rearrangement to access salarin A. This synthesis relies on L-proline catalysis to install a chlorohydrin function that masks the sensitive C16–C17 epoxide and potentially mimics the biosynthesis of these compounds where a related chlorohydrin may yield both THF- and epoxide-containing salarins. Additional and key features of the synthesis include (i) macrocycle formation via ring-closing metathesis, (ii) macrocyclic substrate-controlled epoxidation of the C12–C13 allylic alcohol, and (iii) a late-stage Julia–Kocienski olefination to install the side chain. Importantly, this work provides a platform for the synthesis of other salarins and analogues of these potentially important anticancer natural products

    Total Synthesis of the Cytotoxic Anhydrophytosphingosine Pachastrissamine (Jaspine B)

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    A short, 8-step synthesis of the marine natural product pachastrissamine has been developed that relies on a diastereoselective aldol reaction between a suitably protected hydantoin and an optically enriched α-chloroaldehyde. This synthetic route provides new opportunities for exploring structure activity relationships within this family of natural products

    A Tandem Organocatalytic α‑Chlorination–Aldol Reaction That Proceeds with Dynamic Kinetic Resolution: A Powerful Tool for Carbohydrate Synthesis

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    A tandem, proline-catalyzed α-chlorination/aldol reaction is described that involves a dynamic kinetic resolution of α-chloroaldehyde intermediates. The resulting <i>syn-</i>chlorohydrins are produced with good to excellent diastereoselectivity in high enantiopurity and provide new opportunities for the synthesis of carbohydrates

    Additional file 2: of Cultivation of stable, reproducible microbial communities from different fecal donors using minibioreactor arrays (MBRAs)

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    Stabilization of MBRA communities. Plot of Average Bray-Curtis (BC) dissimilarities on days 8-21 across replicate reactors

    Total Synthesis of Amphirionin‑4

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    The first total synthesis of amphirionin-4 has been achieved using a combination of cross-coupling strategies to access the polyene side chain and a chlorohydrin-based approach to construct the tetrahydrofuranol core. The remote C9-stereocenter was introduced through a Nozaki–Hiyama–Kishi coupling that proceeded with remote stereoinduction

    A Short, Organocatalytic Formal Synthesis of (−)-Swainsonine and Related Alkaloids

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    A short synthesis of hydroxyalkyl dihydropyrroles has been developed that involves the coupling of propargylamines with α-chloroaldehydes, followed by Lindlar reduction and a one-pot epoxide formation/opening sequence. The application of this process to the synthesis of unnatural iminosugars and a formal synthesis of (−)-swainsonine is described
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