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Synthesis of (+-)-3-Methoxyestra-1,3,5(10)-trienes by the Repetitive Use of Negishi Reagent

Publication at Faculty of Science |
2006

Abstract

The repetitive use of Cp2ZrBu2 (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.