Hydroxy-steroids. Part VII. The preparation and reactions of 3α-iodo-5α-cholestan-2β-yl trifluoroacetate
Abstract
Iodine trifluoroacetate, generated from iodine and silver trifluoroacetate, adds stereospecifically to 5α-cholest-2-ene to give 3α-iodo-5α-cholestan-2β-yl trifluoroacetate (II) in 72% yield. Further reactions of this product provide convenient preparations of 5α-cholestan-2β-ol (III), 2β,3β-epoxy-5α-cholestane (IV), and 5α-cholestane-2β,3β-diol (VI; R = H).