Abstract
The Grignard reaction of 5α-cholest-1-en-3-one (IIIa) in the presence of cuprous chloride gave 1α-methyl-5α-cholestan-3-one (IVa). (IVa) was brominated and dehydrobrominated to give 1α-methylcholest-4-en-3-one (VIa). (VIa) was hydrogenated over palladium-charcoal to give 1α-methyl-5β-cholestan-3-one (VII). Discussions were made on configuration of C-1 methyl group. Similarly, 17β-hydroxy-5α-androst-1-en-3-one (IIIb) was transformed into (IVb) and (VIb).
