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Synfacts 2010(8): 0862-0862  
DOI: 10.1055/s-0030-1257764
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (-)-Actinophyllic Acid

Contributor(s): Steven V. Ley, Philippa B. Cranwell
C. L. Martin, L. E. Overman*, J. M. Rohde
University of California, Irvine, USA
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Publication History

Publication Date:
22 July 2010 (online)

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Significance

(-)-Actinophyllic acid was isolated from the tree Alstonia actinophylla in North Queensland. In this enantioselective synthesis only nine intermediates were isolated. Enantio­enriched (-)-actinophyllic acid was furnished in 18% overall yield (91% ee); the enantiopure form, from recrystallization, in 8% overall yield (>99% ee).