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Catalytic Enantioselective Desymmetrisation as a Tool for the Synthesis of Hodgkinsine and Hodgkinsine B
Authors:Dr Robert H Snell  Dr Matthew J Durbin  Dr Robert L Woodward  Dr Michael C Willis
Institution:1. Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA (UK), Fax: (+44)?1865‐285002;2. AstraZeneca Global Medicines Development, Macclesfield Works, Hurdsfield Industrial Estate, Macclesfield, Cheshire, SK10 2NA (UK)
Abstract:Two palladium‐catalysed amination protocols are deployed in the desymmetrisation of the complex dimeric alkaloid meso‐chimonanthine. The power of these transformations is showcased in an efficient formal and total synthesis of the natural products hodgkinsine and hodgkinsine B, respectively.
Keywords:alkaloids  desymmetrization  heterocycles  natural products  total synthesis
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