11-Oxygenated steroids with a ring A dienone system are reduced in non-protic media with cleavage of the 9,10-bond, and the resulting 9,10-secosteriods (2) or (5) were converted into 9,10-secocholesta-1,3,5(10)-triene-3-ol (12), an unknown isomer of cholecalciferol (vitamin D3).
T. P. Ananthanarayan, P. Magnus and A. W. Norman, J. Chem. Soc., Chem. Commun., 1983, 1096 DOI: 10.1039/C39830001096
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