DOI: 10.1039/A800578H
(Paper)
Reference Section for: J. Chem. Res. (S), 1998, 420-421
The Stereochemistry of Reactions of 5 β-Androst-3-enes
(Note: The full text of this document is currently only available in the PDF Version )
James R. Hanson, Peter B. Hitchcock, Suha N. Al-Jayyousi and Cavit Uyanik
Abstract
Spectroscopic and crystallographic studies shows that the epoxidation, osmylation and bromination of 17β-acetoxy-5β-androst-3-ene takes place from the β-face of the alkene and that a diequatorial dibromide and bromohydrin accompany the diaxial addition products.
References
- M. Alam, J. R. Hanson, M. Liman and S. Nagaratnam, J. Chem. Res. (S), 1997, 56 RSC.
- A. Furst and R. Scotoni, Helv. Chim. Acta, 1953, 36, 1332 CrossRef CAS.
- C. W. Davey, E. L. McGinnis, J. M. McKeown, G. D. Meakins, M. W. Pemberton and R. N. Young, J. Chem. Soc. C, 1968, 2674 RSC.
- G. H. Alt and D. H. R. Barton, J. Chem. Soc., 1954, 4284 RSC.
- K. Yamasaki, V. Rosnati, M. Fieser and L. F. Fieser, J. Am. Chem. Soc., 1955, 77, 3308 CrossRef.
- A. Crastes de Paulet and J. Bascoul, Bull. Soc. Chim. Fr., 1966, 939.
- G. M. Sheldrick, SHELXS-86 Program for the Solution of Crystal Structures, University of Gottingen, Germany, 1985.
- G. M. Sheldrick, SHELXL-93 Program for Crystal Structure Refinement, University of Gottingen, Germany, 1993.