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Synlett 2000; 2000(10): 1473-1475
DOI: 10.1055/s-2000-7630
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An Eventful Synthetic Approach Towards the Biologically Potent Natural Product Ottelione A: Enantio-, Regio- and Stereoselective Construction of the Bicyclic Core

Goverdhan Mehta* , Kabirul Islam
  • *Department of Organic Chemistry, Indian Institute of Science, Bangalore, 560 012, India; E-mail: gm@orgchem.iisc.ernet.in
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Publication Date:
31 December 2000 (online)

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A novel synthetic approach towards the recently reported anti-tumor and anti-tuberculor natural product ottelione A from the readily available Diels-Alder adduct of cyclopentadiene and p-benzoquinone is delineated. Our short strategy, besides being enantio-, regio- and stereoselective, charts an eventful course and is inherently well-suited for adaptation towards diverse synthetic analogues of this biologically potent natural product.

antitumor agents - enantiomeric resolution - stereoselective synthesis - Wittig reactions - intramolecular Cannizzaro reaction