J. Protiva et al., REACTIONS OF TOXY-16-ALPHA,17-ALPHA-EPOXYPREGN-4-ENE-3,20-DIONE WITH NITROGEN-CONTAINING NUCLEOPHILIC AGENTS, Collection of Czechoslovak Chemical Communications, 62(7), 1997, pp. 1095-1104
21-Acetoxy 16 alpha,17 alpha-epoxypregn-4-ene-3,20-dione (1) enters a
reaction with acetonitrile catalyzed by perchloric acid, giving unusua
l products with the furostane skeleton. In contrast to analogous react
ions, the reaction with sodium azide results in the azido derivative p
ossessing the non-rearranged ring D. The H-1 NMR, C-13 NMR, and mass s
pectra are discussed.