52095-14-4Relevant academic research and scientific papers
Experimental studies of Lewis acid catalyzed additions of long chained alcohols to activated 1,4-benzoquinone
Hormi, Osmo E.O.,Moilanen, Anu M.
, p. 1943 - 1952 (2007/10/03)
Lewis acid promoted additions of long chained alcohols to 2- carbomethoxy-1,4-benzoquinone (1) have been examined by using various LAs; AlCl3, TiCl4, MgBr2 and MgCl2. It has been found that the bidentate Lewis acid MgCl2, having ability to coordinate to both carbonyl oxygens (chelate control) of 2-carbomethoxy-1,4-benzoquinone (1), produced the addition product almost quantitatively at mild conditions. The MgCl2 catalyzed additions of alcohols have been utilized in the synthesis of rare 2- alkoxyhydroquinones (7a-e). The reactions between quinone 1, alcohol and AlCl3 or TiCl4 have also been investigated by using NMR spectroscopy.
