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Synlett 1997; 1997(10): 1167-1170
DOI: 10.1055/s-1997-979
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Total Synthesis of 1α,25-Dihydroxy-18-Norvitamin D3

B. Sas, P. De Clercq, M. Vandewalle*
  • *Department of Organic Chemistry, University of Gent, Laboratory for Organic Synthesis, Krijgslaan, 281 (S.4), B-9000 GENT (Belgium), Fax: (32-9) 264.49.98
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Publication Date:
31 December 2000 (online)

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1α,25-Dihydroxy-18-norvitamin D3 2a has been synthesized via two routes. In the first one, the CD-ring fragment 3 was obtained by an intermolecular Diels-Alder reaction via a decalin intermediate and subsequent ring contraction. The second approach is based on an intramolecular Diels-Alder reaction of a preconstructed nonatriene 8.

vitamin D - hydrindanes - inter- and intramolecular Diels-Alder reactions