The reaction of enols with superoxide anion radical [0 2???] 1. Synthesis of 2, 3-unsaturated-δ-valerolactones.
AA Frimer, P Gilinsky-Sharon, G Aljadeff
Index: Frimer, Aryeh A.; Gilinsky-Sharon, Pessia; Aljadeff, Gladis Tetrahedron Letters, 1982 , vol. 23, # 12 p. 1301 - 1304
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Citation Number: 12
Abstract
Abstract: 3-and 4-Hydroxycoumarin (& and 2) as well as 2-hydroxy-2, 5-cyclohexadien-l- ones a-6 were reacted with K02/18-crown-6 in benzene. Initial deprotonation of the enol hydrogen was followed by nucleophilic attack by 0 sulting anion (for 4 and, &-q). A convenieng (for &, and, $ and/or autoxidation of the resynthesis of 2, 3-unsaturated-6- valerolactones from the corresponding 2-cyclohexen-l-ones is also described.
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