122955-80-0Relevant academic research and scientific papers
LEAD TETRAACETATE OXIDATION OF (Z)- AND (E)-5,10-SECOCHOLEST-1(10)-ENE-3β,5α-DIOL 3-ACETATE
Mihailovic, Mihailo Lj.,Kruscic, Natalija,Pavlovic, Vladimir,Lorenc, Ljubinka
, p. 1095 - 1100 (2007/10/02)
The lead tetraacetate oxidation of (Z)-5,10-secocholest-1(10)-ene-3β,5α-diol 3-acetate (1) gave products arising from: (i) conversion of the 5α-hydroxy group to the ketone function (2), (ii) intramolecular cyclization (to the 2α,5α-tetrahydrofurane-type ether 3), and (iii) allylic acetoxylation at the C(9) position (3 and 4), while similar oxidation of (E)-5,10-secocholest-1(10)-ene-3β,5α-diol-3-acetate (5) afforded mainly the product formed by conversion of 5α-OH to the keto-carbonyl group (6).
