Journal of the Chemical Society C: Organic

Phenol oxidation. Part II. Synthesis of orientalinone, corydine, and isocorytuberine

AH Jackson, JA Martin

Index: Jackson,A.H.; Martin,J.A. Journal of the Chemical Society [Section] C: Organic, 1966 , p. 2222 - 2229

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Citation Number: 7

Abstract

Ferricyanide oxidation of 1, 2, 3, 4-tetrahydro-7-hydroxy-1-(2-hydroxy-4, 5-dimethoxybenzyl)- 6-methoxy-2-methyl-isoquinoline afforded a mixture of two dienones in 26% yield. Borohydride reduction of one of these gave the corresponding dienol which rearranged in acidic media to give either orientalinone, corydine, or is