Abstract:Studies on the base-catalyzed skeletal isomerization of (4) to (5) and (6) and the base-catalyzed epimerization of the hydroxy group in (5) and (6) are reported.The most plausible mechanism for the skeletal isomerization of (4) and the epimerization in (5) and (6) involves retro-aldol cleavages of (4), (5) and (6) to give an enolate (7) as the common intermediate.When 6-endo-acetoxy-9-thiabicyclo[3.3.1]nona-3,7-dien-2-one (1)1 was irradiated in methanol,2 formal 1,3-acyl3 and carbon shifts take place to give t… Show more
Das Ketoacetat (I) ergibt bei der Hydrolyse mit verd. Säure den Keto‐alkohol (II), dagegen bei der alkalischen Hydrolyse ein Gemisch der Keto‐alkohole (III) und (IV).
Das Ketoacetat (I) ergibt bei der Hydrolyse mit verd. Säure den Keto‐alkohol (II), dagegen bei der alkalischen Hydrolyse ein Gemisch der Keto‐alkohole (III) und (IV).
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