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Spirocompounds. II. Synthesis of 1,2,3,4-Tetrahydronaphthalene-2,2-spiro-(2'-n-butylcyclopentane) and its Rearrangement on Catalytic Dehydrogenation

✍ Scribed by Chatterjee, Dhirendra Nath


Book ID
127358533
Publisher
American Chemical Society
Year
1955
Tongue
English
Weight
447 KB
Volume
77
Category
Article
ISSN
0002-7863

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A concise synthesis of the 2,3-dimethyle
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Palladium-catalyzed carbomethoxylation of benzonorbornadiene (7) yielded dimethyl-1.4methano-l,2.3.4-tetrahydronaphthalene-2,3-dicarboxylate (9) which was transformed in three steps into 2.3-dimethylene-l,4-methano-l.2,3.4-tetrahydronaphthalene (4) in a high yield. Reaction of 4 with singlet oxygen