The reaction of 7-dehydrocholesteryl acetate with RuO4 has been performed in acetone-water at -60°C using an oxidant substrate ratio of 1:1. The cyclic oxoruthenium(VI) diester I, likely an intermediate in the formation of 5α-cholest-7-ene-3β,5,6α-triol 3-acetate and 3β-acetoxy-5-hydroxy-5α-cholest-7-en-6-one, the final oxidn. products of the steroidal substrate with RuO4, has been isolated for the first time and characterized on the basis of spectral and chem. evidence.
Reaction of 7-dehydrocholesteryl acetate with RuO4. First isolation of cyclic ruthenium(VI) diester / Piccialli, Vincenzo; Sica, D.; Smaldone, D.. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 35:38(1994), pp. 7093-7096. [10.1016/0040-4039(94)88234-7]
Reaction of 7-dehydrocholesteryl acetate with RuO4. First isolation of cyclic ruthenium(VI) diester
PICCIALLI, VINCENZO;
1994
Abstract
The reaction of 7-dehydrocholesteryl acetate with RuO4 has been performed in acetone-water at -60°C using an oxidant substrate ratio of 1:1. The cyclic oxoruthenium(VI) diester I, likely an intermediate in the formation of 5α-cholest-7-ene-3β,5,6α-triol 3-acetate and 3β-acetoxy-5-hydroxy-5α-cholest-7-en-6-one, the final oxidn. products of the steroidal substrate with RuO4, has been isolated for the first time and characterized on the basis of spectral and chem. evidence.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
