Table 3. Effect of C-17 Substituents in the Palladium-Catalyzed Hydrogenation of Steroidal Enones^a.

entry	steroid	isolated yield (%)b	drc
1	1b	97	76:24
2	1c	94	70:30
3	1d	82	60:40
4	1e	74	55:45

^aReaction conditions: 200 mg of [TBA][d-Man], 1 mmol of steroid, 0.01 mmol (1 mol %) of PdCl₂, mass ratio of iPrOH/IL = 5, 18 h, rt, 1 bar H₂.

^bIsolated yield of the 5β/5α mixture after chromatography.

^cThe diastereomeric ratio (dr) was determined by quantitative ¹H NMR measurement.