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Synthesis 2001; 2001(1): 0155-0167
DOI: 10.1055/s-2001-9760
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From Dynamic to Non-Dynamic Kinetic Resolution of Lactone-Bridged Biaryls: Synthesis of Mastigophorene B

Gerhard Bringmann* , Jürgen Hinrichs, Thomas Pabst, Petra Henschel, Karl Peters, Eva-Maria Peters
  • *Institut für Organische Chemie, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany; Fax +49(931)8 88 47 55; E-mail: bringman@chemie.uni-wuerzburg.de
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Publication Date:
31 December 2001 (online)

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The atroposelective ring cleavage of configurationally unstable biaryl lactones, by dynamic kinetic resolution, is an efficient tool for the stereoselective synthesis of axially chiral biaryl target molecules. The recent extension of this methodology to the kinetic resolution of configurationally stable biaryl lactones and its application to natural product synthesis is described herein, exemplarily for the preparation of the nerve-growth stimulating dimeric sesquiterpene mastigophorene B.

axial chirality - biaryl natural products - lactone-bridged biaryls - kinetic resolution - total synthesis

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