Tetrahedron letters

Total synthesis of atroviridin

EJ Tisdale, DA Kochman, EA Theodorakis

Index: Tisdale, Eric J.; Kochman, David A.; Theodorakis, Emmanuel A. Tetrahedron Letters, 2003 , vol. 44, # 16 p. 3281 - 3284

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Citation Number: 20

Abstract

A total synthesis of atroviridin (1) based on biosynthetic principles is presented. The tetracyclic xanthone structure of the natural product was constructed by coupling aryl bromide 8 with aldehyde 7 and subsequent intramolecular conjugate addition on a quinone precursor. Bromide 8 was produced from aldehyde 9 via a sequence of steps involving Baeyer–Villiger oxidation and Claisen cyclization.