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Synlett 2001; 2001(6): 0761-0764
DOI: 10.1055/s-2001-14586
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Intramolecular Diels-Alder Reactions of Dienynylsulfoximines

Donald Craig* , Victor Guerrero de la Rosa
  • *Centre for Chemical Synthesis, Department of Chemistry, Imperial College of Science, Technology and Medicine, London SW7 2AY, U.K.; Fax + 44 20 7594 5868; E-mail: d.craig@ic.ac.uk
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Publication Date:
31 December 2001 (online)

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A synthetic approach to the CD-ring system of vitamin D3 is described in which intramolecular Diels-Alder reactions of chiral dienynylsulfoximes proceed in excellent yields. The effect of matched and mismatched carbon and sulfur configuration on the stereoselectivity of cycloaddition is reported.

alkyne - IMDA reaction - stereoselectivity - sulfoximines - vitamin D3