title: Pd-mediated cross-coupling of C-17 lithiated androst-16-en-3-ol - access to functionalized arylated steroid derivatives.
abstract: Herein, we report on Pd-mediated cross-coupling of vinyllithium steroids and aryl bromides to introduce various substituted aryls at C-17 of steroidal frameworks based on the structure of epi-androsterone. Compared to other C-C cross-couplings, this method turned out to be an easy and competitive access to biologically interesting C-17 modified steroids.
authors.affiliation: Institute of Organic Chemistry, Karlsruhe Institute of Technology - Campus South, Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany. stefan.braese@kit.edu.
authors.forename: Vanessa
authors.initials: V
authors.lastname: Koch
authors.affiliation: Institute of Organic Chemistry, Karlsruhe Institute of Technology - Campus South, Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany. stefan.braese@kit.edu and Institute of Toxicology and Genetics, Karlsruhe Institute of Technology - Campus North, Hermann-von-Helmholtz-Platz 1, 76344 Eggenstein-Leopoldshafen, Germany.
authors.forename: Stefan
authors.identifier: http://orcid.org/0000-0003-4845-3191
authors.initials: S
authors.lastname: Bräse
mesh_terms: D000737:Androstenols / Q000138:chemical synthesis* / Q000737:chemistry; D001965:Bromides / Q000138:chemical synthesis / Q000737:chemistry; D060326:Chemistry Techniques, Synthetic; D008094:Lithium / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013256:Steroids / Q000138:chemical synthesis* / Q000737:chemistry; D014753:Vinyl Compounds / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D000737:Androstenols; D001965:Bromides; D013256:Steroids; D014753:Vinyl Compounds; C003530:androst-16-en-3-ol; D010165:Palladium; D008094:Lithium