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Total Synthesis of (±)-Zearalanone

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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Summary.

 A new approach to the macrocyclic lactone zearalanone is described utilizing an alkenol and an arene trifluoromethanesulfonate as starting materials. The key step is a Pd(0)-catalyzed cross-coupling of the arene trifluoromethanesulfonate with a 9-alkyl-9-borabicyclo[3.3.1]nonane derived from the alkenol. The title compound is obtained by macrolactonization of a hydroxy acid under Mitsunobu conditions.

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Authors and Affiliations

  1. Department Pharmazie – Zentrum für Pharmaforschung, Ludwig-Maximilians-Universität München, D-81377 München, Germany, , , , , , DE

    Franz Bracher & Jürgen Krauss

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  1. Franz Bracher
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  2. Jürgen Krauss
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Received December 29, 2000. Accepted February 5, 2001

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Bracher, F., Krauss, J. Total Synthesis of (±)-Zearalanone. Monatshefte fuer Chemie 132, 805–811 (2001). https://doi.org/10.1007/s007060170067

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  • DOI: https://doi.org/10.1007/s007060170067

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