The tetracyanoethylene catalysed methanolysis of 17β-acetoxy-4β,5β:6α,7α-diepoxyandrostane afforded 17β-acetoxy-4α,7α-oxido-5β-hydroxy-6β-methoxyandrostane in which the methanolysis product of the 6α,7α-epoxide has participated in the cleavage of the 4β,5β-epoxide; the reaction is modified however by an adjacent 3β-hydroxy group.
References
1.
MasakiY., MiuraT. and OchiaiM., Synlett., 1993, 847.
2.
BoyntonJ. A., HansonJ. R. and UyanikC., J. Chem. Res. (S), 1995, 334.
3.
HansonJ. R., HitchcockP. B. and UyanikC., J. Chem. Res., 1998 (S) 300; (M) 1366.
4.
HansonJ. R., HitchcockP. B. and KiranI., J. Chem. Res., 1999 (S) 198; (M) 1082.
5.
HansonJ. R., UyanikC. and YildirimK., J. Chem. Res. (S)1998, 580.
6.
JuliaS. and FurerB., Bull. Soc. Chim. Fr., 1966, 1114.
7.
SheldrickG. M., SHELXL-97 Program for Crystal Structure Refinement, University of Gottingen, Germany, 1997.
8.
WatkinD. J. and PearceL. J., CAMERON: An Interactive Graphics Editor, University of Oxford, UK, 1993.
