V. V. Khripach, V. N. Zhabinskii, A. I. Kotyatkina, G. P. Fando, A. S. Lyakhov, A. A. Govorova, J. van der Louw, M. B. Groen, A. de Groot, “An unusual Bamford–Stevens reaction of 17-toluenesulfonylhydrazono-3β-acetoxy-14α-hydroxyandrost-5-ene”, Mendeleev Commun., 2001, Volume 11, Issue 4,Pages <nobr>144

This article is cited in 5 papers

An unusual Bamford–Stevens reaction of 17-toluenesulfonylhydrazono-3β-acetoxy-14α-hydroxyandrost-5-ene

V. V. Khripach^a, V. N. Zhabinskii^a, A. I. Kotyatkina^a, G. P. Fando^a, A. S. Lyakhov^a, A. A. Govorova^a, J. van der Louw^b, M. B. Groen^b, A. de Groot^c

^a Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Minsk, Belarus
^b Department of Medicinal Chemistry, N.V. Organon, Oss, The Netherlands
^c Laboratory of Organic Chemistry and Research Centre, Wageningen Agricaltural University, Wageningen, The Netherlands

Abstract: The Bamford–Stevens reaction of 17-toluenesulfonylhydrazono-3β-acetoxy-14α-hydroxyandrost-5-ene was found to proceed with migration of the 18-methyl group and formation of a 13,14-epoxide.

Language: English

DOI: 10.1070/MC2001v011n04ABEH001448