Total synthesis of exiguamines A and B inspired by catecholamine chemistry |
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| Authors: | Sofiyev Vladimir Lumb Jean-Philip Volgraf Matthew Trauner Dirk |
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| Affiliation: | Department of Chemistry, Ludwig-Maximilians-Universit?t Munich, Butenandtstrasse 5-13, Haus F, 81377 Munich, Germany. |
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| 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 single synthetic operation. |
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