A Synthetic Approach to Benanomicin A. 2. Synthesis of the Substituted 5, 6-Dihydrobenzo (a) naphthacenequinone.

…, S Hirosawa, S Kondo, D Ikeda, T TAKEUCHI

Index: Nishizuka, Toshio; Hirosawa, Sehei; Kondo, Shinichi; Ikeda, Daishiro; Takeuchi, Tomio Journal of Antibiotics, 1997 , vol. 50, # 9 p. 755 - 764

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Citation Number: 9

Abstract

The key intermediate α-substituted α-tetralone (8) has been synthesized, either via tandem MICHAEL addition-DIECKMANN condensation reaction between dienolate and methyl crotonate in a low yield or via BARTON'S radical decarboxylation of diester (9) without 4- dimethylaminopyridine in 75% yield, and applied to the synthesis of the substituted 5, 6- dihydrobenzo [a] naphthacenequinone.