The Ireland–Claisen rearrangement of the lactate 8, prepared from the Inhoffen–Lythgoe diol 5, followed by iodolactonisation allowed easy access to the C–D-ring fragment 4, from which a novel convergent synthesis of (23S,25R)-1α,25-dihydroxyvitamin D3 26,23-lactone 1 has been accomplished via coupling with the A-ring fragment 3.
S. Hatakeyama, M. Sugawara, M. Kawamura and S. Takano, J. Chem. Soc., Chem. Commun., 1992, 1229 DOI: 10.1039/C39920001229
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