The Journal of Organic Chemistry

Ring cleavage of 2, 2, 4-trimethyl-3-hydroxy-3-pentenoic acid. beta.-lactone by the anion of diisopropyl ketone

KD Berlin, RB Hanson

Index: Berlin,K.D.; Hanson,R.B. Journal of Organic Chemistry, 1967 , vol. 32, p. 1763 - 1769

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Citation Number: 4

Abstract

The condensation of phenyl Grignard reagent with excess 2, 2, 4-trimethyl-3-hydroxy-3- pentenoic acid 8-lactone (1) produced a triketone and a hydroxy diketone the structures of which were elucidated by instrumental and chemical methods. Mechanism of the reaction is postulated to involve reaction of anion intermediates of diisopropyl ketone with lactone 1 in a ring-opening process.