Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Observations Made in Exploring a Pyridinium Salt Photochemical Approach to the Synthesis of (+)-Lactacystin

  • Zhou, Jiwen (Department of Chemistry and Chemical Biology, University of New Mexico) ;
  • Gong, Maozhen (Department of Chemistry and Chemical Biology, University of New Mexico) ;
  • Mariano, Patrick S. (Department of Chemistry and Chemical Biology, University of New Mexico) ;
  • Yoon, Ung-Chan (Department of Chemistry, College of Natural Sciences, Pusan National University)
  • Published : 2008.01.20
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Abstract

The key step in a strategy for the synthesis of (+)-lactacystin involving photocyclization reaction of a cyclopenta-fused pyridinium salt has been probed by using a model substrate. Observations made in this effort led to the discovery of a highly unusual cascade process that leads to stereoselective formation of an interesting tricyclic carbamate. The results of this study are presented and discussed in the context of a (+)-lactacystin synthetic approach.

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