Author/Authors :
Ogawa، نويسنده , , Yasushi and Ueno، نويسنده , , Tetsuya and Karikomi، نويسنده , , Michinori and Seki، نويسنده , , Katsura and Haga، نويسنده , , Kazuo and Uyehara، نويسنده , , Tadao، نويسنده ,
Abstract :
Synthesis of 2-acetoxy[5]helicene has been achieved by sequential double aromatic oxy-Cope rearrangement strategy. Combination of 1-methoxybicyclo[2.2.2]oct-5-en-2-one and p-bromophenylmagnesium bromide gave 3-bromophenanthrene through several steps including an aromatic oxy-Cope rearrangement as a key step. The second oxy-Cope rearrangement and the following transformation gave 2-acetoxy[5]helicene by similar procedure.
Keywords :
aromatization , aromatic oxy-Cope rearrangement , helicenes , bridged bicyclic compound
