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Charlene Fallan
Researcher at University of St Andrews
Publications - 25
Citations - 607
Charlene Fallan is an academic researcher from University of St Andrews. The author has contributed to research in topics: Catalysis & Enantioselective synthesis. The author has an hindex of 10, co-authored 23 publications receiving 499 citations. Previous affiliations of Charlene Fallan include University of Edinburgh.
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Journal ArticleDOI
Anhydrides as α,β-unsaturated acyl ammonium precursors: isothiourea-promoted catalytic asymmetric annulation processes
TL;DR: The asymmetric annulation of a range of α,β-unsaturated acyl ammonium intermediates, formed from isothiourea HBTM 2.1 and anhydrides with either 1,3-dicarbonyls, β-ketoesters or azaaryl ketones gives either functionalised esters (upon ring opening), dihydropyranones or dihydrophyridones in good yields and high enantioselectivity (up to 97% ee) as mentioned in this paper.
Journal ArticleDOI
Non-bonding 1,5-S⋯O interactions govern chemo- and enantioselectivity in isothiourea-catalyzed annulations of benzazoles
Emily R. T. Robinson,Daniel M. Walden,Charlene Fallan,Mark D. Greenhalgh,Paul Ha-Yeon Cheong,Andrew D. Smith +5 more
TL;DR: In this article, the role of 1,5-S-O interactions in controlling structural preorganization and chemoselectivity observed within the lactam synthesis with benzothiazoles as nucleophiles was investigated.
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A C=O⋅⋅⋅Isothiouronium Interaction Dictates Enantiodiscrimination in Acylative Kinetic Resolutions of Tertiary Heterocyclic Alcohols.
Mark D. Greenhalgh,Samuel M. Smith,Daniel M. Walden,James E. Taylor,Zamira Brice,Emily R. T. Robinson,Charlene Fallan,David B. Cordes,Alexandra M. Z. Slawin,H. Camille Richardson,Markas A. Grove,Paul Ha-Yeon Cheong,Andrew D. Smith +12 more
TL;DR: A combination of experimental and computational studies have identified a C=O⋅ⓂⓉⓁisothiouronium interaction as key to efficient enantiodiscrimination in the kinetic resolution of tertiary heterocyclic alcohols bearing up to three potential recognition motifs at the stereogenic tertiary carbinol center.
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Stereospecific asymmetric N-heterocyclic carbene (NHC)-catalyzed redox synthesis of trifluoromethyl dihydropyranones and mechanistic insights.
Alyn Davies,James E. Taylor,James Douglas,Christopher J. Collett,Louis C. Morrill,Charlene Fallan,Alexandra M. Z. Slawin,Gwydion Churchill,Andrew D. Smith +8 more
TL;DR: Mechanistic studies through in situ kinetic analysis of the reaction reveal key differences in reactivity between chiral NHC precursor 1 and an achiral N HC precursor.
Journal ArticleDOI
2-Arylacetic anhydrides as ammonium enolate precursors.
Louis C. Morrill,Lyndsay A. Ledingham,Jean-Philippe Couturier,Jasmine Bickel,Andrew D. Harper,Charlene Fallan,Andrew D. Smith +6 more
TL;DR: 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 building blocks in good yield with high diastereo- and enantiocontrol.