title: Synthesis of novel structurally simplified estrogen analogues.
abstract: A library of 17 novel estrogen analogues 3 and 4 containing different substituents at rings A and D (steroid nomenclature) was prepared in a five- to seven-step synthesis. The key transformation is a Sonogashira-coupling of cyclic vinyl iodides of type 7 or 8 with phenylacetylenes of type 9. Reduction of the keto function in 3 led to the estradiol analogue 5.
authors.affiliation: Institut für Organische und Biomolekulare Chemie der Georg-August-Universität Göttingen, Tammannstrasse 2, 37077 Göttingen, Germany. ltietze@gwdg.de
authors.forename: Lutz F
authors.initials: LF
authors.lastname: Tietze
authors.forename: Carsten A
authors.initials: CA
authors.lastname: Vock
authors.forename: Ilga K
authors.initials: IK
authors.lastname: Krimmelbein
authors.forename: J Matthias
authors.initials: JM
authors.lastname: Wiegand
authors.forename: Linda
authors.initials: L
authors.lastname: Nacke
authors.forename: Tokala
authors.initials: T
authors.lastname: Ramachandar
authors.forename: Kazi M D
authors.initials: KM
authors.lastname: Islam
authors.forename: Christiane
authors.initials: C
authors.lastname: Gatz
mesh_terms: D004958:Estradiol / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D004970:Estrone / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D054852:Small Molecule Libraries / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D054852:Small Molecule Libraries; D004970:Estrone; D004958:Estradiol