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Browsing School of Arts and Sciences by Author "Robinson, Andrea J."

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Browsing School of Arts and Sciences by Author "Robinson, Andrea J."

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  • A catalytic asymmetric synthesis of 5,5-dimethylproline 
    Elaridi, Jomana; Jackson, W. Roy; Robinson, Andrea J. (2015-12-22)
    The methyl ester derivative of commercially available N-acetyl-allylglycine readily undergoes cross-metathesis with 2-methylbut-2-ene and ruthenium–alkylidene catalyst to afford the prenylglycine derivative. Acid-catalysed ...
  • Controlled synthesis of (S,S)-2,7-diaminosuberic acid 
    Elaridi, Jomana; Patel, Jim; Jackson, W. Roy; Robinson, Andrea J. (2018-08-30)
    A method to facilitate regioselective formation of multiple dicarba isosteres of cystine is described. A sequence of ruthenium-catalyzed cross metathesis and rhodium-catalyzed hydrogenation of nonproteinaceous allylglycine ...
  • An enantioselective synthesis of β2-amino acid derivatives 
    Elaridi, Jomana; Thaqi, Ali; Prosser, Andrew; Jackson, W. Roy; Robinson, Andrea J. (2015-12-22)
    Enantioselective hydrogenation of a series of (E)-α-substituted β-amidoacrylates using Rh(I)-catalysts with chiral phosphine ligands (BPE, DuPHOS) gives β2-amino acid derivatives with enantioselectivities of up to 67%. A ...
  • Metal-catalysed tandem metathesis-hydrogenation reactions for the synthesis of carba analogues of cyclic peptides 
    Elaridi, Jomana; Whelan, Amanda N.; Mudler, Roger J.; Robinson, Andrea J.; Jackson, W. Roy (2015-12-22)
    Dicarba cyclic peptide analogues of the cystine-containing octapeptides octreotide, lanreotide, and vapreotide, all known somatostatin analogues, have been synthesized via an on-resin homogeneous metal-catalysed sequence ...
  • Metathesis assisted synthesis of cyclic peptides 
    Elaridi, Jomana; Xing Guo, Cheng; Garland, Rebecca; Ahmed, Aishath; Lierop, Bianca van; Illesingle, Jayamini; Jackson, W. Roy; Robinson, Andrea J. (2015-12-22)
    Installation of reversible, metathesis-active tethers into linear peptide sequences can be used to promote formation of cyclic peptide amides and esters.
  • Microwave-assisted RCM for the synthesis of carbocyclic peptides 
    Elaridi, Jomana; Robinson, Andrea J.; Mujcinovic, Selma; Jackson, W. Roy; Van Lierop, Bianca J. (2015-12-22)
    Microwave irradiation dramatically improves the efficiency of ring closing metathesis (RCM) reactions of resin-attached peptides and the technology is illustrated by the highly selective synthesis of dicarba analogues of ...
  • A one pot, metathesis–hydrogenation sequence for the selective formation of carbon–carbon bonds 
    Elaridi, Jomana; Patel, Jim; Jackson, W. Roy; Robinson, Andrea J. (2018-08-30)
    A combination of homogeneous hydrogenation and metathesis reactions allows highly efficient, stepwise chemo- and stereoselective formation of three separate 2,7-diaminosuberic acid derivatives in a single pot without ...
  • Regioselective formation of interlocked dicarba bridges in naturally occurring cyclic peptide toxins using olefin metathesis 
    Elaridi, Jomana; Robinson, Andrea J.; Van Lierop, Bianca J.; Garland, Rebecca D.; Teoh, Euneace; Illesingle, Jayamini P.; Jackson, W. Roy (2015-12-22)
    Bis-dicarba analogues of native dicystine-containing α-conotoxin Rg1A, an analgesic peptide isolated from cone snail venom, were constructed on resin using a regioselective metathesis–hydrogenation strategy.
  • A tandem metathesis–hydrogenation route to dicarba analogues of cystine-containing cyclic peptides 
    Elaridi, Jomana; Whelan, Amanda N.; Harte, Michael; Smith, Suzanne V.; Jackson, W. Roy; Robinson, Andrea J. (2015-12-22)
    Dicarba cyclic peptide analogues of the cyclic peptide octreotide have been synthesised in good yields using a single pot, on resin, tandem homogeneous metal-catalysed metathesis–hydrogenation sequence.

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