title: Asymmetric synthesis of β2-tryptophan analogues via Friedel-Crafts alkylation of indoles with a chiral nitroacrylate.
abstract: The asymmetric Friedel-Crafts alkylation of various indoles with a chiral nitroacrylate provides optically active β-tryptophan analogues after reduction of the nitro group and removal of the chiral auxiliary. This reaction generally occurs in good yield and high diastereoselectivity (up to 90:10).
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM) UMR 5247 CNRS-Université Montpellier 1 et Université Montpellier 2, Bâtiment Chimie (17), Université Montpellier 2, place E. Bataillon, 34095 Montpellier cedex 5, France.
authors.forename: Nikola
authors.initials: N
authors.lastname: Pavlov
authors.forename: Pierre
authors.initials: P
authors.lastname: Gilles
authors.forename: Claude
authors.initials: C
authors.lastname: Didierjean
authors.forename: Emmanuel
authors.initials: E
authors.lastname: Wenger
authors.forename: Emilia
authors.initials: E
authors.lastname: Naydenova
authors.forename: Jean
authors.initials: J
authors.lastname: Martinez
authors.forename: Monique
authors.initials: M
authors.lastname: Calmès
mesh_terms: D000179:Acrylates / Q000737:chemistry*; D000478:Alkylation; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D014364:Tryptophan / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000179:Acrylates; D007211:Indoles; D009574:Nitro Compounds; D014364:Tryptophan