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Progress toward the Synthesis of Pochonin J
Department of Chemistry, The University of the South, Sewanee, USA
Department of Chemistry, The University of the South, Sewanee, USA
- 1 Department of Chemistry, The University of the South, Sewanee, USA
- 2 Department of Chemistry, The University of the South, Sewanee, USA
International Journal of Organic Chemistry·Volume 09 (2019)·Pages 96–105·Published 11 June 2019·DOI10.4236/ijoc.2019.92009
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Abstract
The construction of the C(1) - C(5) fragment of the resorcylic acid lactone pochonin J is described. The synthesis is marked by the installation of the cis-1,3-diol moiety in a highly stereoselective manner using Evans’ intra-molecular base-catalyzed oxyconjugate addition of a hemiacetal-derived nucleophile. The synthetic route presented affords an efficient pathway to the preparation of this critical architectural feature that should facilitate the development of this secondary metabolite as a potential drug candidate.
KeywordsNatural ProductsPochonin JResorcylic Acid Lactones
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