Reactions of steroidal epoxides such as 5,6$\alpha$-epoxy-5$\alpha$-cholestane (I) and its 3$\beta$-chloro (H) and 3$\beta$-acetoxy (III) analogs with urea in dimethylformamide afforded 6$\beta$-amino-5$\alpha$-cholestan-5-ol (IV-VI), 6$\beta$-amino-N-formyl-5$\alpha$-cholestan-5-ol (VII-IX) and 6$\beta$-amino-N-amido-5$\alpha$-cholestan-5-ol (X-XII), along with the 5$\alpha$-cholestane-5,6$\beta$-diol (XIII-XV). In addition to these compounds, the 3$\beta$-acetoxy analog also afforded the N-carboxyl derivative (XVI). {\textcopyright} 1990.