title: Synthesis and biological activity of 17-chloro-16(17) unsaturated D-homo antiprogestins.
abstract: An efficient approach to 17-chloro-16(17) unsaturated D-homo antiprogestins is described. The key steps of the synthesis are a ring-expansion via dichlorocarbene addition to a 17-silyl enol ether and a palladium catalyzed coupling of an 11 beta-(4-aryltriflate) with tributyl(1-ethoxyethenyl)stannane or diethyl(3-pyridinyl)-borane. The new progesterone antagonists were tested for their biological activities and compared to those of known antiprogestins.
authors.affiliation: Research Laboratories of Schering AG, Berlin, Germany.
authors.forename: W
authors.initials: W
authors.lastname: Schwede
authors.forename: A
authors.initials: A
authors.lastname: Cleve
authors.forename: G
authors.initials: G
authors.lastname: Neef
authors.forename: E
authors.initials: E
authors.lastname: Ottow
authors.forename: K
authors.initials: K
authors.lastname: Stöckemann
authors.forename: R
authors.initials: R
authors.lastname: Wiechert
mesh_terms: D000028:Abortion, Induced / Q000379:methods; D000818:Animals; D005260:Female; D015394:Molecular Structure; D011247:Pregnancy; D011372:Progestins / Q000037:antagonists & inhibitors*; D051381:Rats; D013258:Steroids, Chlorinated / Q000138:chemical synthesis* / Q000494:pharmacology*
chemical_list: D011372:Progestins; D013258:Steroids, Chlorinated