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Synfacts 2011(7): 0699-0699  
DOI: 10.1055/s-0030-1260492
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (±)-Spiniferin-1

Contributor(s): Steven V. Ley, Sean Newton
K. Ding, Y.-S. Sun, W.-S. Tian*
Shanghai Institute of Organic Chemistry, P. R. of China
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Publication History

Publication Date:
17 June 2011 (online)

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Significance

Spiniferin-1 was isolated in 1975 from the Mediterranean sponge Pleraplysilla spinifera from the Bay of Naples. Spiniferin-1 is a unique furanosesquiterpene and is the only known natural product to consist of a 1,6-methano[10]-annulene scaffold. This, along with the inherent chemical instability of the final product, has contributed to the challenging nature of this synthesis.