The Journal Of Organic Chemistry

Direct oxidation of tertiary allylic alcohols. A simple and effective method for alkylative carbonyl transposition

WG Dauben, DM Michno

文献索引：Dauben,W.G.; Michno,D.M. Journal of Organic Chemistry, 1977 , vol. 42, # 4 p. 682 - 685

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被引用次数: 338

摘要

The oxidation of cyclic tertiary allylic alcohols, generated by the 1, 2 addition of organometallic reagents to cud-unsaturated cyclic ketones, with pyridinium chlorochromate (PCC) affords transposed 3-alkyl a $-unsaturated ketones in excellent yield. Acyclic tertiary allylic alcohols also undergo this rearrangement in fair to good yields. Tertiary allylic alcohols generated by the addition of vinylmagnesium bromide to saturated ketones can ...