The Journal of Organic Chemistry

Direct synthesis of spiro [5.5] undeca-1, 4, 7-trienones from phenols via a quinone methide intermediate

JM Roper, CR Everly

文献索引：Roper, Jerry M.; Everly, Charles R. Journal of Organic Chemistry, 1988 , vol. 53, # 11 p. 2639 - 2642

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被引用次数: 12

摘要

NMR was straightforward. Vinyl signals at 6 5.77 along with the shifting of aromatic signals at 6 6.68 and the appearance of coupled aliphatic protons clearly indicated formation of spiroundecatrienone 6a. A 272 mass unit parent ion peak and conjugated carbonyl stretching frequency at 1635 cm-'confirmed the structure. Bromination and hydrogenation of spiroundecatrienone 6a to dibromo 8 and saturated spiro ketone 7, respectively, provided ...