Synthesis of (+/-)-3-Methoxyestra-1,3,5(10)-trienes by the repetitive use of Negishi reagent.
[reaction: see text] The repetitive use of Cp(2)ZrBu(2) (Negishi reagent) was applied in the synthesis of three 3-methoxyestra-1,3,5(10)-trienone isomers within four steps from the advanced intermediate 11. The overall synthesis is based on three zirconium-mediated reactions: (a) oxidative addition of a benzyl ether, (b) cyclization of an allyl-ene compound, and (c) cyclocarbonylation of a diene. The presented synthesis demonstrates that complex organic compounds can be prepared by the repetitive use of one reagent.
Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University, Hlavova 8, 128 43 Praha 2, Czech Republic.
Pavel
P
Herrmann
Martin
M
Kotora
Milos
M
Budesínský
David
D
Saman
Ivana
I
Císarova