Journal of the American Chemical Society

General Synthetic Entry to Highly-Oxygenated, Angularly-Fused Polycyclic Aromatic Compounds

S Koo, LS Liebeskind

Index: Koo, Sangho; Liebeskind, Lanny S. Journal of the American Chemical Society, 1995 , vol. 117, # 12 p. 3389 - 3404

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Citation Number: 59

Abstract

Abstract: A convergent and efficient synthesis of highly-oxygenated, angularly-fused polycyclic aromatic compounds has been developed. Nucleophilic addition of [4-(tri-n- butylstannyl) phenyl] lithium to a 3, 4-disubstituted-cyclobutene-1, 2-dione followed by appropriate protection of the hydroxyl group and thermal rearrangement of the 0-protected addition product generated a 1, 4-dioxygenated-2, 3-disubstituted-6-(tri-n-butylst~ yl) ...