Reductive Cleavage of the 9,10-Bond in 11-Oxygenated Steroids: a New Method for the Partial Synthesis of the Vitamin D Skeleton

Article abstract of DOI:10.1039/c39830001096

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-secosteroids (2) or (5) were converted into 9,10-secocholesta-1,3,5(10)-triene-3-ol (12), an unknown isomer of cholecalciferol (vitamin D₃).