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Synfacts 2006(10): 0977-0977  
DOI: 10.1055/s-2006-949316
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Alkaloid (-)-205B

Contributor(s): Philip Kocienski, Fiona Black
Smith, III, A. B. *, D.-S. Kim
University of Pennsylvania, Philadelphia, USA
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Publication History

Publication Date:
21 September 2006 (online)

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Significance

A general approach to the synthesis of indolizidine alkaloids is reported. A three-component reaction between TBS 1,3-dithiane A, epoxide B and N-toluenesulfonyl aziridine E is used to synthesize the 1,5-amino alcohol derivative F. A subsequent one-pot sequential cyclization protocol was used to form the indolizidine core.