Total synthesis of exiguamines A and B inspired by catecholamine chemistry

…, JP Lumb, M Volgraf, D Trauner

Index: Sofiyev, Vladimir; Lumb, Jean-Philip; Volgraf, Matthew; Trauner, Dirk Chemistry - A European Journal, 2012 , vol. 18, # 16 p. 4999 - 5005

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Citation Number: 12

Abstract

Abstract The evolution of a total synthesis of the exiguamines, two structurally unusual natural products that are highly active inhibitors of indolamine-2, 3-dioxygenase (IDO), is described. The ultimately successful strategy involves advanced cross-coupling methodology and features a potentially biosynthetic tautomerization/electrocyclization cascade reaction that forms two heterocycles and installs a quaternary ammonium ion in a ...