The stereochemistry of 3β,17β-dihydroxy-3α-ethylandrost-4-ene, 3α,17β-dihydroxy-3β-methylestr-4-ene and 3β-acetoxy-7α,17β-dihydroxy-7β-methylandrost-5-ene, which were obtained by Grignard reactions from the corresponding αβ-unsaturated ketones, have been established by X-ray crystallography.
For a review see AshbyE.C., and LaemmleJ. T., Chem. Revs, 1975, 75, 521.
2.
KirkD.N., and HartshornM. P., Steroid Reaction Mechanisms, Elsevier, Amsterdam, 1968, p. 147.
3.
For a review see LaurentH., and WiechertR. in Organic Reactions in Steroid Chemistry, ed. FriedJ., and EdwardsJ.A., van Nostrand-Reinhold, New York, 1972, vol. 2, chap. 10.
