Journal of Organometallic Chemistry p. 247 - 256 (1986)
Update date:2022-08-17
Topics:
Wijkens, P.
Vermeer, P.
Ethoxyacetylene (I) has been converted by organocopper(I) species into (E)-2-ethoxy-1-alkenylcopper(I) compounds (II).The adducts II have been to shown be useful intermediates for preparation of 1,4-diketones (VI).Two routes to VI were used: (i) sequential treatment of II with allyl bromide, 3.0 N HCl, and PdCl2/CuCl in DMF/H2O, and (ii) sequential treatment of II with 2,3-dibromopropane and Hg(OAc)2.A dienone was formed from the first procedure when after the reaction of II with allyl bromide the product was treated first with the PdCl2/CuCl.
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