Now showing items 1-8 of 8

  • 2-Arylacetic anhydrides as ammonium enolate precursors 

    Morrill, Louis C.; Ledingham, Lyndsay A.; Couturier, Jean-Philippe; Bickel, Jasmine; Harper, Andrew D.; Fallan, Charlene; Smith, Andrew D. (2014-01-28) - Journal article
    Readily prepared 2-arylacetic anhydrides act as convenient ammonium enolate precursors in isothiourea (HBTM-2.1)-mediated catalytic asymmetric intermolecular Michael addition-lactonisation processes, giving diverse synthetic ...
  • alpha-Ketophosphonates as ester surrogates : isothiourea-catalyzed asymmetric diester and lactone synthesis 

    Smith, Siobhan R.; Leckie, Stuart M.; Holmes, Reuben; Douglas, James; Fallan, Charlene; Shapland, Peter; Pryde, David; Slawin, Alexandra M. Z.; Smith, Andrew D. (2014-05-02) - Journal article
    Isothiourea HBTM-2.1 catalyzes the asymmetric Michael addition/lactonization of aryl- and alkenylacetic acids using α-keto-β,γ-unsaturated phosphonates as α,β-unsaturated ester surrogates, giving access to a diverse range ...
  • Anhydrides as α,β-unsaturated acyl ammonium precursors : isothiourea-promoted catalytic asymmetric annulation processes 

    Robinson, Emily R. T.; Fallan, Charlene; Simal, Carmen; Slawin, Alexandra M. Z.; Smith, Andrew D. (2013) - Journal article
    The asymmetric annulation of a range of alpha,beta-unsaturated acyl ammonium intermediates, formed from isothiourea HBTM 2.1 and anhydrides with either 1,3-dicarbonyls, beta-ketoesters or azaaryl ketones gives either ...
  • Asymmetric isothiourea-catalysed formal [3+2] cycloadditions of ammonium enolates with oxaziridines 

    Smith, Siobhan Rose; Fallan, Charlene; Taylor, James Edward; McLennan, Ross Sinclair; Daniels, David Sydney Bernard; Morrill, Louis Christian; Slawin, Alexandra Martha Zoya; Smith, Andrew David (2015-07-13) - Journal article
    A highly enantioselective Lewis base-catalysed formal [3+2] cycloaddition of ammonium enolates and oxaziridines to give stereodefined oxazolidin-4-ones in high yield is described. Employing an enantioenriched oxaziridine ...
  • Enantioselective synthesis of 2,3-disubstituted trans-2,3-dihydrobenzofurans using a Brønsted base/thiourea bifunctional catalyst 

    Barrios Antunez, Diego Javier; Greenhalgh, Mark David; Fallan, Charlene; Slawin, Alexandra Martha Zoya; Smith, Andrew David (2016-08-14) - Journal article
    The diastereo- and enantioselective synthesis of 2,3-disubstituted trans-2,3-dihydrobenzofuran derivatives (15 examples, up to 96:4 dr, 95:5 er) via intramolecular Michael addition has been developed using keto-enone ...
  • Exploring the scope of the isothiourea-mediated synthesis of dihydropyridinones 

    Yeh, Pei-Pei; Daniels, David Sydney Bernard; Fallan, Charlene; Gould, Eoin Rory; Simal Fernandez, Carmen; Taylor, James Edward; Slawin, Alexandra Martha Zoya; Smith, Andrew David (2015-02-21) - Journal article
    The exploration and expansion of the scope of the isothiourea-mediated synthesis of dihydropyridinones is presented. The use of ketimines derived from α,β-unsaturated γ-ketoesters as the Michael acceptor in a Michael ...
  • N- to C-sulfonyl photoisomerisation of dihydropyridinones : a synthetic and mechanistic study 

    Yeh, Pei-Pei; Taylor, James Edward; Stark, Daniel Graham; Daniels, David Sydney Bernard; Fallan, Charlene; Walton, John Christopher; Smith, Andrew David (2017-10-16) - Journal article
    The scope and limitations of a photoinitiated N- to C-sulfonyl migration process within a range of dihydropyridinones is assessed. This sulfonyl transfer proceeds without erosion of either diastereo- or enantiocontrol, and ...
  • Non-bonding 1,5-S•••O interactions govern chemo- and enantioselectivity in isothiourea-catalyzed annulations of benzazoles 

    Robinson, Emily R. T.; Walden, Daniel M.; Fallan, Charlene; Greenhalgh, Mark D.; Cheong, Paul Ha-Yeon; Smith, Andrew D. (2016-12-01) - Journal article
    Isothiourea-catalyzed annulations between 2-acyl benzazoles and α,β-unsaturated acyl ammonium intermediates are selectively tuned to form either lactam or lactone heterocycles in good yields (up to 95%) and high ee (up to ...