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Synfacts 2007(2): 0127-0127  
DOI: 10.1055/s-2006-955764
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (+)-Phyllantidine

Contributor(s): Philip Kocienski, Stewart Eccles
C. A. Carson, M. A. Kerr*
The University of Western Ontario, London, Canada
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Publication History

Publication Date:
23 January 2007 (online)

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Significance

(+)-Phyllantidine is isolated from Phyllanthus discoides and Seurinega suffruticosa. It contains an unusual and structurally challenging tetrahydro-1,2-oxazine ring, which Carson and Kerr have accessed via the Lewis acid mediated homo-1,3-dipolar cycloaddition reaction of a nitrone and a 1,1-cyclopropyl diester.