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We have found a new general method for deoxygenating epoxyacenes through the use of Grignard reagents as an apparent source of highly reactive Mg(0). Our studies have shown (1,2) that this chemistry is applicable for deoxygenation of 1,4-dihydro-1,4-epoxynaphthalene, 1,4-substituted endoxides, and benz-annelated analogs, as shown below.

(1) Blank, D.H.; Gribble, G.W. Tetrahedron Letters 1997, 38, 4761. (2) Blank, D.H.; Gribble, G.W., An Unexpected Oxygen Extrusion in Aryne Diels-Alder Reactions, To be presented at the 15th ACS Northeastern Regional Meeting, Sarasota Springs NY. June, 1997. (abstract ORGN 117)