The Journal of Organic Chemistry

Formation and rearrangements of blocked aromatic molecules substituted with O-groups

AK Bhattacharya, B Miller

文献索引：Bhattacharya, Ajit K.; Miller, Bernard Journal of Organic Chemistry, 1983 , vol. 48, # 14 p. 2412 - 2418

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被引用次数: 1

摘要

Reaction of diketone 7 with strong bases results in migration of the angular methyl group to form 10-hydroxy-10-methyl-9-anthrone (9a). Surprisingly, no similar reaction occurs on treatment of diketone 11, the 1-methyl analogue of 7, with base. Reaction of 7 with base is therefore considered to result in stereospecific abstraction of the pseudoaxial@ proton to yield the blocked aromatic anion 3. Rearrangement of diketone 15, the 6-methyl ...