Lead tetraacetate oxidation of (Z)- and (E)-5, 10-Secocholest-1 (10)-ENE-3β,5α−Diol 3-acetate1

Autor: Vladimir B. Pavlović, Mihailo Lj. Mihailović, Natalija Kruščić, Ljubinka Lorenc
Rok vydání: 2010
Předmět:
Zdroj: Bulletin des Sociétés Chimiques Belges. 97:1095-1100
ISSN: 0037-9646
DOI: 10.1002/bscb.19880971135
Popis: 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).
Databáze: OpenAIRE
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