Category Archives: Metathesis

Divergent Approach to a Family of Tyrosine-Derived Ru−Alkylidene Olefin Metathesis Catalysts

Authors Ellen C. Gleeson, Zhen J. Wang, W. Roy Jackson, and Andrea J. Robinson Published Journal of Organic Chemistry Graphical abstract   Abstract A simple and generic approach to access a new family of Ru−alkylidene olefin metathesis catalysts with specialized … Continue reading

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Stereoselective Synthesis and Structural Elucidation of Dicarba Peptides

Authors Ellen C. Gleeson, Zhen J. Wang, Samuel D. Robinson, Sandeep Chhabra, Christopher A. MacRaild, W. Roy Jackson, Raymond S. Norton and Andrea J. Robinson Published Chemical Communications Graphical abstract   Abstract Preformed, orthogonally-protected Z– and E-diaminosuberic acid residues can be used to synthesise target dicarba peptides. … Continue reading

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Cross-metathesis of Brønsted acid-masked alkenyl amines with acrylates for the synthesis of polyamide monomers

Authors Szabolcs Solyom, Nicolas Daniel Spiccia, Clint Peter Woodward, William Roy Jackson, Andrea Jane Robinson Published Journal of Organic Chemistry Graphical abstract   Abstract Ruthenium-alkylidene catalyzed cross metathesis of a range of homologous alkenylamine salts provides expedient and high yielding routes to commercially valuable … Continue reading

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A one-pot selective homodimerisation/hydrogenation strategy for sequential dicarba bridge formation

Authors James Burnley, W. Roy Jackson and Andrea J. Robinson Published Journal of Organic Chemistry Graphical abstract   Abstract The installation of interlocked dicarba bridges into peptide sequences requires the development of regioselective and chemoselective methodology. This manuscript describes a one-pot, … Continue reading

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A Simple and Practical Preparation of an Efficient Water Soluble Olefin Metathesis Catalyst

Authors Zhen J. Wang and W. Roy Jackson and Andrea J. Robinson Published Green Chemistry Graphical abstract     Abstract This study details homogeneous olefin metathesis in water catalysed by a di-ammonium functionalised Ru-alkylidene complex. A facile gram scale synthesis of … Continue reading

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Dicarba Analogues of α-Conotoxin RgIA. Structure, Stability and Activity at Potential Pain Targets

Authors Sandeep Chhabra, Alessia Belgi, Peter Bartels, Bianca van Lierop, Samuel D. Robinson, Shiva N. Kompella, Andrew Hung, Brid P. Callaghan, David J. Adams, Andrea J. Robinson and Raymond S. Norton Published Journal of Medicinal Chemistry Graphical abstract   Abstract … Continue reading

Posted in Conotoxins, Metathesis, Publications, Publications 2014 | Leave a comment

A Concise Cross-Metathesis Route to Enantiopure 1-Azaspirocycles

Authors Zhen James Wang, Nicolas Daniel Spiccia, Christopher James Gartshore, Jayamini Illesinghe, William Roy Jackson and Andrea Jane Robinson Published Synthesis Graphical abstract   Abstract The 1-azaspirocyclic ring system can be found in a number of bioactive natural product families. … Continue reading

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A one pot, metathesis–hydrogenation sequence for the selective formation of carbon–carbon bonds

Authors Andrea J. Robinson, Jomana Elaridi, Jim Patel and W. Roy Jackson Published Chemical Communications Graphical abstract   Abstract The selective formation of C–C bonds in complex molecules is one of the major challenges in organic chemistry. Olefin metathesis provides … Continue reading

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Solid phase synthesis and structural analysis of novel A-chain dicarba analogs of human relaxin-3 (INSL7) that exhibit full biological activity

Authors Mohammed Akhter Hossain, K. Johan Rosengren, Suode Zhang, Ross A. D. Bathgate, Geoffrey W. Tregear, Bianca J. van Lierop, Andrea J. Robinson and John D. Wade Published Organic & Biomolecular Chemistry Graphical abstract   Abstract Replacement of disulfide bonds … Continue reading

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Controlled Synthesis of (S,S)-2,7-Diaminosuberic Acid: A Method for Regioselective Construction of Dicarba Analogues of Multicystine-Containing Peptides

Authors Jomana Elaridi, Jim Patel, W. Roy Jackson and Andrea J. Robinson Published Journal of Organic Chemistry Graphical abstract   Abstract A method to facilitate regioselective formation of multiple dicarba isosteres of cystine is described. A sequence of ruthenium-catalyzed cross … Continue reading

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