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Synfacts 2007(1): 0006-0006  
DOI: 10.1055/s-2006-955653
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (+)-Intricarene

Contributor(s): Philip Kocienski
B. Tang, C. D. Bray, G. Pattenden*
University of Nottingham, UK
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Publication History

Publication Date:
15 December 2006 (online)

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Significance

A key step in the synthesis of marine diterpene (+)-intricarene is a transannular [5+2] cycloaddition of the oxidopyrylium intermediate H. The synthesis supports the Pattenden postulate that (-)-bipinnatin J is the biogenetic precursor to intricarene. See also papers by P. A. Roethle and D. Trauner (Org. Lett. 2006, 8, 345-347) and Q. Huang and V. H. Rawal (Org. Lett. 2006, 8, 543-545) for related syntheses of racemic bipinnatin J.