The Synthesis and13C-NMR Spectrum of 1,4-Dioxaspiro(4.5)deca-6,9-dien-2,8-dione

Abstract Recently there has been a great deal of interest in the preparation and use of selectively blocked quinones. Thus, Evans1 has used p-quinone monoketals and silyl cyanohydrin derivatives in synthetic studies. The parent p-benzoquinone mono(ethylene)ketal has been prepared2. Deslongchamps and co-workers3 used a spirolactone blocked o-quinone in an elegant total synthesis of ryanodol. Likewise, Wiesner4 has used a spirolactone blocked o-quinone in the synthesis of the C/D ring systems of chasmanine and napelline. Our interest in selective carbonyl-blocked quinones for synthesis led us to prepare the parent spirolactone blocked p-benzoquinone; 1,4-dioxaspiro(4.5)deca-6,9-dien-2,8-dione (1).