A total synthesis of the antibiotic DB-2073

A Covarrubias-Zúñiga, JG Avila-Zárraga…

Index: Covarrubias-Zuniga, Adrian; Avila-Zarraga, Jose G.; Arias Salas, David Synthetic Communications, 2003 , vol. 33, # 18 p. 3173 - 3181

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Citation Number: 2

Abstract

Abstract A convergent aromatic annulation strategy based on the Michael addition of the dimethyl-1, 3-acetonedicarboxylate 1 anion to 2-hexynal 2, followed by a regiocontrolled Dieckmann-type cyclization, has been applied to a total synthesis of the antibiotic, DB-2073 I. This tandem annulation reaction generates the fully substituted aromatic intermediate 3, which was transformed by a five-step sequence to I. In recent years we have developed a ...