63518-24-1Relevant articles and documents
Syntheses of (E)- and (Z)-volkendousin
Snider, Barry B.,Shi, Bo
, p. 14823 - 14828 (1999)
The first syntheses of the antitumor agents (E)-volkendousin (1) and acetonide 3 have been accomplished by efficient routes from readily available dehydroisoandrosterone (7) using allylic oxidation with SeO2 to introduce the 4β-hydroxy group and 16- ketone. This sequence should make these compounds readily available for further biological evaluation.
Allylic Acetoxylation of Δ5-Steroids at C-4
Hanson, James R.,Reese, Paul B.,Wadsworth, Harry J.
, p. 2941 - 2944 (2007/10/02)
The allylic acetoxylation of Δ5-steroids at C-4 by reaction with bromine and silver acetate has been shown to depend upon the nature of the C-3 substituent. 2H Labelling studies have shown that the reaction, which proceeds via the 5α,6β-dibromide, involves the trans diaxial elimination of a 4β-proton to form a Δ4-6β-bromide which then undergoes an SN2' displacement by the incoming acetate assisted by the silver ion.