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Acrylate Ester

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Robert Langer – One of the best experts on this subject based on the ideXlab platform.

  • degradable poly β amino Esters synthesis characterization and self assembly with plasmid dna
    Journal of the American Chemical Society, 2000
    Co-Authors: Robert Langer

    Abstract:

    Poly(β-aminoEsters) 1−3 were synthesized via the addition of N,N‘-dimethylethylenediamine, piperazine, and 4,4‘-trimethylenedipiperidine to 1,4-butanediol diAcrylate. Polymerization proceeded exclusively via the conjugate addition of the secondary amines to the bis(Acrylate Ester). Polymers were isolated in up to 86% yields with molecular weights ranging up to 31 200 relative to polystyrene standards. The polymers degraded hydrolytically in acidic and alkaline media to yield 1,4-butanediol and β-amino acids 4a−6a and the degradation kinetics were investigated at pH 5.1 and 7.4. In general, the polymers degraded more rapidly at pH 7.4 than at pH 5.1. In initial screening assays, both the polymers and their degradation products were determined to be noncytotoxic relative to poly(ethylene imine), a polymer conventionally employed as a synthetic transfection vector. Polymers 1−3 interacted electrostatically with polyanionic plasmid DNA in water and buffer at physiological pH, as determined by agarose gel elec…

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Bansi Lal – One of the best experts on this subject based on the ideXlab platform.

  • a novel chemo selective epoxidation across Acrylate Ester synthesis of new water soluble forskolin analogues
    Synthetic Communications, 2006
    Co-Authors: Ashok Kumar Gangopadhyay, Bansi Lal

    Abstract:

    While removing the TBDMS group from OH protection, a novel epoxidation reaction occurred across Acrylate Ester attached to a forskolin fragment. Besides spectroscopic data, the epoxide formation was confirmed by ring opening with a secondary amine. This unique epoxidation reaction, to our knowledge, is not known in the literature. This reaction led us to discover a simple deblocking protocol. The epoxide and the desired Michael substrates were used to introduce imidazole into forskolin.

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  • A Novel Chemo‐selective Epoxidation across Acrylate Ester: Synthesis of New Water‐Soluble Forskolin Analogues
    Synthetic Communications, 2006
    Co-Authors: Ashok Kumar Gangopadhyay, Bansi Lal

    Abstract:

    While removing the TBDMS group from OH protection, a novel epoxidation reaction occurred across Acrylate Ester attached to a forskolin fragment. Besides spectroscopic data, the epoxide formation was confirmed by ring opening with a secondary amine. This unique epoxidation reaction, to our knowledge, is not known in the literature. This reaction led us to discover a simple deblocking protocol. The epoxide and the desired Michael substrates were used to introduce imidazole into forskolin.

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Arun K. Ghosh – One of the best experts on this subject based on the ideXlab platform.

  • An enantioselective synthesis of the C1C9 segment of antitumor macrolide peloruside A
    Tetrahedron Letters, 2003
    Co-Authors: Arun K. Ghosh, Jae-hun Kim

    Abstract:

    A stereocontrolled synthesis of the C1-C9 segment of the marine natural product peloruside A is described. The key steps involve Sharpless’s catalytic asymmetric dihydroxylation reaction, a chelation-controlled reduction of chiral β-alkoxy ketones to elaborate the syn-1,3-diol functionality and a ring-closing olefin metathesis of a homoallylic alcohol-derived Acrylate Ester to form an α,β-unsaturated δ-lactone.

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  • An enantioselective synthesis of the C2–C16 segment of antitumor macrolide laulimalide
    Tetrahedron Letters, 2000
    Co-Authors: Arun K. Ghosh, Yong Wang

    Abstract:

    Abstract An enantioselective synthesis of the C 2 –C 16 segment of the novel antitumor agent laulimalide is described. The key steps involve a highly diastereoselective allylation, ring-closing olefin metathesis of a homoallylic alcohol derived Acrylate Ester, a stereoselective anomeric alkylation and an elaboration of an exo -methylene unit by a Julia olefination reaction.

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  • A stereoselective synthesis of (+)-boronolide
    Tetrahedron Letters, 2000
    Co-Authors: Arun K. Ghosh, Geoffrey Bilcer

    Abstract:

    Abstract A stereoselective synthesis of (+)-boronolide is described. The key steps involve a stereoselective reduction of an α-hydroxy ketone, allylation of an α-hydroxy aldehyde and a ring-closing olefin metathesis of a homoallylic alcohol derived Acrylate Ester utilizing Grubbs’ catalyst.

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