82700-76-3Relevant academic research and scientific papers
THE REACTION OF ENOLS WITH SUPEROXIDE ANION RADICAL 2-.>. SYNTHESIS OF 2,3-UNSATURATED-δ-VALEROLACTONES.
Frimer, Aryeh A.,Gilinsky-Sharon, Pessia,Aljadeff, Gladis
, p. 1301 - 1304 (1982)
3- and 4-Hydroxycoumarin (1 and 3) as well as 2-hydroxy-2,5-cyclohexadien-1-ones 5a-f were reacted with KO2/18-crown-6 in benzene.Initial deprotonation of the enol hydrogen was followed by nucleophilic attack by O2> (for 1 and 3) and/or autoxidation of the resulting anion (for 1 and 5a-e).A convenient synthesis of 2,3-unsaturated-δ-valerolactones from the corresponding 2-cyclohexen-1-ones is also described.
