Synthesis of (±)-3-methoxyestra-1, 3, 5 (10)-trienes by the repetitive use of Negishi reagent

P Herrmann, M Kotora, M Budešínský, D Šaman…

Index: Herrmann, Pavel; Kotora, Martin; Budesinsky, Milos; Saman, David; Cisarova, Ivana Organic Letters, 2006 , vol. 8, # 7 p. 1315 - 1318

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Citation Number: 13

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 ...