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A novel synthesis of imidazoles via the cycloaddition of nitrile ylides to their imidoyl chloride precursors

Autor: Ian Garnett, Toqir Sharif, Simon J. Coles, Weimin Zhang, Paul W. Groundwater, David J. Bendell, Miklós Nyerges, Alexander McKillop, Rosaleen J. Anderson, Andrew J. Morton, Michael B. Hursthouse

Publikováno v: Journal of the Chemical Society, Perkin Transactions 1. :2781-2787

Generation of nitrile ylides, 4 and 22, via the base-catalysed 1,3-dehydrochlorination of imidoyl chlorides, 3 and 21, gives the imidazoles, 13, 23 and 24. These imidazoles are formed by the cycloaddition of the nitrile ylides, 4 and 22, to their pre

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::df9b8bf7b7c315f2d568acbf09a76268
https://doi.org/10.1039/b104130b

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Intramolecular functionalisation by a methylene radical of a 1,2-diol and a vicinal amino alcohol: models for coenzyme B12-dependent diol dehydratase and ethanolamine ammonia lyase

Autor: Susan Ashwell, Ian Garnett, Rosaleen J. Anderson, Bernard T. Golding

Publikováno v: Journal of the Chemical Society, Perkin Transactions 1. :4488-4498

Coenzyme B12-dependent diol dehydratase converts 1,2-diols (e.g. propane-1,2-diol) into the corresponding aldehyde and water. The similar enzyme ethanolamine ammonia lyase transforms vicinal aminoalcohols (e.g. 2-aminoethanol) into the corresponding

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::27cebe100b89b730c4b980e572496730
https://doi.org/10.1039/b004917o

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Exocyclic iminium salts as catalysts for alkene epoxidation by Oxone®

Autor: J. Steven Wailes, Ghafoor Ahmed, Ian Garnett, Katell Goacolou, Alan Armstrong

Publikováno v: Tetrahedron. 55:2341-2352

Exocyclic iminium salts are evaluated as catalysts for alkene epoxidation by Oxone ® , presumed to proceed via the corresponding oxaziridinium species. Iminium triflate salts derived from pyrrolidine and electron poor aromatic aldehydes were found t

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::c6bfb6c0f468b01c3d462e14f4f5535f
https://doi.org/10.1016/s0040-4020(99)00014-9

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1,7-Electrocyclisation of non-stabilised α,β∶γ,δ-unsaturated azomethine ylides

Autor: Miklos Nyerges, David J. Bendell, Ian Garnett, Paul W. Groundwater, Andrea Arany

Publikováno v: Journal of the Chemical Society, Perkin Transactions 1. :2605-2608

The generation of α,β∶γ,δ-unsaturated azomethine ylides 8 is described, starting from N-substituted α-amino acids 7 and aldehydes 6, 12. These azomethine ylides undergo a 1,7-electrocyclisation, followed by a [1,5]-hydrogen shift, to give the

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::41f9daef8d45369a2ce00d095f4aed7d
https://doi.org/10.1039/a904571f

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A novel synthesis of didehydroamino acid esters from azomethine ylides

Autor: Miklos Nyerges, Andrea Arany, David E. Hibbs, Toqir Sharif, Ian Garnett, Paul W. Groundwater, Michael B. Hursthouse

Publikováno v: Journal of the Chemical Society, Perkin Transactions 1. :2837-2846

A novel synthesis of didehydroamino acid (DDAA) esters 5 is described, starting from aldimines 2. The mechanism for this reaction has been shown to involve the cycloaddition of an azomethine ylide 3 to an imine 2, followed by the base-catalysed ring-

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::6bb9ca1ac1e5e8b73ff180f4670a88ef
https://doi.org/10.1039/a803695k

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