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Synfacts 2010(1): 0007-0007  
DOI: 10.1055/s-0029-1218263
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Gloeosporone

Contributor(s): Philip Kocienski, Zofia Komsta
J. D. Trenkle, T. F. Jamison*
Massachusetts Institute of Technology, Cambridge, USA
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Publication History

Publication Date:
21 December 2009 (online)

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Significance

(-)-Gloeosporone is a germination self-inhibitor isolated from Colletotrichum gloeosporioides. The key step of the synthesis is the formation of a macrocycle via nickel-catalyzed epoxide-alkyne reductive coupling (F → G).