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Synlett 1994; 1994(4): 295-296
DOI: 10.1055/s-1994-22835
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An Asymmetric Synthesis of Muscarine, Suitable for the Elaboration of 5- Substituted Analogues

David W. Knight* , Duncan Shaw, Garry Fenton
  • *Chemistry Department, University Park, Nottingham, NG7 2RD, England
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Publication Date:
22 March 2002 (online)

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A total synthesis of (-)-Muscarine 11 has been achieved, starting from (S)-malic acid 4, via the epoxy-ester 5, and proceeding by way of an unusual cyclisation of the homoallylic alcohol 7 which gives the hydroxy-tetrahydrofuran 8a highly stereoselectively.

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