Total Syntheses of (+)-Lyconadin A and (−)-Lyconadin B

Douglas C. Beshore and Amos B. Smith, III*
Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104
J. Am. Chem. Soc., 2007, 129 (14), pp 4148–4149
DOI: 10.1021/ja070336+
Publication Date (Web): March 17, 2007
Copyright © 2007 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, smithab@sas.upenn.edu

Abstract

Abstract Image

The enantioselective syntheses of (+)-lyconadin A and (−)-lyconadin B are described. Key bond constructions include a strategy-level intramolecular aldol/conjugate addition cascade, an olefin aminoiodination, and a novel one-pot α-pyridinone annulation.

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History

  • Published In Issue April 11, 2007
  • Received January 24, 2007

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