title: The first catalytic asymmetric cycloadditions of imines with an enolisable anhydride.
abstract: The first catalytic, asymmetric reactions of imines with homophthalic anhydride to form disubstituted 3,4-dihydroisoquinolones are reported. The use of N-mesyl aldimines is key, as more basic imines undergo rapid uncatalysed reactions, while imines possessing larger N-sulphonyl substituents form lactams with lower ee.
authors.affiliation: Trinity Biomedical Sciences Institute, School of Chemistry, The University of Dublin, Trinity College, Dublin 2, Ireland. connons@tcd.ie.
authors.forename: Sarah A
authors.initials: SA
authors.lastname: Cronin
authors.forename: Aarón
authors.initials: A
authors.lastname: Gutiérrez Collar
authors.forename: Sivaji
authors.initials: S
authors.lastname: Gundala
authors.forename: Claudio
authors.initials: C
authors.lastname: Cornaggia
authors.forename: Esther
authors.initials: E
authors.lastname: Torrente
authors.forename: Francesco
authors.initials: F
authors.lastname: Manoni
authors.forename: Astrid
authors.initials: A
authors.lastname: Botte
authors.forename: Brendan
authors.initials: B
authors.lastname: Twamley
authors.forename: Stephen J
authors.initials: SJ
authors.lastname: Connon
mesh_terms: D000812:Anhydrides / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D007097:Imines / Q000737:chemistry*; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D000812:Anhydrides; C109852:G 1616; D007097:Imines; D007546:Isoquinolines