Tetrahedron Letters

Addition of functionalized organolithium reagents to p-benzoquinones and cyclohexadienones: synthesis of functionalized cyclohexadienones, dienols and dienediols

A Fischer, GN Henderson

Index: Fischer, Alfred; Henderson, George Narayanan Tetrahedron Letters, 1983 , vol. 24, # 2 p. 131 - 134

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Citation Number: 19

Abstract

Abstract Low temperature addition of functionalized alkyllithium reagents to p- benzoquinones produces 4-alkyl-4-hydroxycyclohexa-2, 5-dienones, and reaction of excess of the reagents with quinones yields 1, 4-dialkylcyclohexa-2, 5-diene-1, 4-diols. With 4- acetoxy-, 4-hydroxy-, and 4-methoxy-4-methylcyclohexa-2, 5-dienones the corresponding dienols are obtained. A one-step synthesis of the antibiotics 4-acetamido-and 4-[( ...