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Synlett 1995; 1995(6): 639-640
DOI: 10.1055/s-1995-5023
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Asymmetric Desymmetrisation of Meso-Norbornene Anhydrides Utilising Methyl Prolinate as a Chiral Reagent

Michael North* , Giuseppe Zagotto
  • *Department of Chemistry, University of Wales, Bangor, Gwynedd, U.K., LL57 2UW
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Publication History

Publication Date:
31 December 2000 (online)

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The reaction between methyl S-prolinate and meso-norbornene derived anhydrides was found to give amido-acids with excellent asymmetric induction. This methodology provides an inexpensive route for the preparation of optically pure, polycyclic, highly functionalised starting materials for natural and unnatural product synthesis on a large scale.

meso-anhydride - desymmetrisation - norbornene - proline

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