title: Enantioselective Stereodivergent Nucleophile-Dependent Isothiourea-Catalysed Domino Reactions.
abstract: α,β-Unsaturated acyl ammoniums generated from the reaction of α,β-unsaturated 2,4,6-trichlorophenol (TCP) esters bearing a pendent enone with an isothiourea organocatalyst are versatile intermediates in a range of enantioselective nucleophile-dependent domino processes to form complex products of diverse topology with excellent stereoselectivity. Use of either 1,3-dicarbonyls, acyl benzothiazoles, or acyl benzimidazoles as nucleophiles allows three distinct, diastereodivergent domino reaction pathways to be accessed to form various fused polycyclic cores containing multiple contiguous stereocentres.
authors.affiliation: EaStCHEM, School of Chemistry, University of St. Andrews, North Haugh, St. Andrews, Fife, KY16 9ST, UK.
authors.forename: Anastassia
authors.initials: A
authors.lastname: Matviitsuk
authors.affiliation: EaStCHEM, School of Chemistry, University of St. Andrews, North Haugh, St. Andrews, Fife, KY16 9ST, UK.
authors.forename: James E
authors.initials: JE
authors.lastname: Taylor
authors.affiliation: EaStCHEM, School of Chemistry, University of St. Andrews, North Haugh, St. Andrews, Fife, KY16 9ST, UK.
authors.forename: David B
authors.initials: DB
authors.lastname: Cordes
authors.affiliation: EaStCHEM, School of Chemistry, University of St. Andrews, North Haugh, St. Andrews, Fife, KY16 9ST, UK.
authors.forename: Alexandra M Z
authors.initials: AM
authors.lastname: Slawin
authors.affiliation: EaStCHEM, School of Chemistry, University of St. Andrews, North Haugh, St. Andrews, Fife, KY16 9ST, UK.
authors.forename: Andrew D
authors.initials: AD
authors.lastname: Smith
keywords: Lewis base; domino reactions; enantioselective synthesis; organocatalysis; α,β-unsaturated acyl ammonium