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Synfacts 2006(1): 0015-0015  
DOI: 10.1055/s-2005-921662
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (-)-Neplanocin A

Contributor(s): Philip Kocienski, Thomas Snaddon
L. A. Paquette*, Z. Tian, C. K. Seekamp, T. Wang
The Ohio State University, Columbus, USA
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Publication History

Publication Date:
16 December 2005 (online)

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Significance

(-)-Neplanocin A is an antiviral carbocyclic nucleoside isolated from Ampullariella regularis. It is thought to act by inhibition of S-adenosylhomocystine. The synthesis is noteworthy for its use of a zirconocene-mediated ring contraction in the key step.