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Ein neuer Zugang zum tetracyclischen Grundgerüst des Cyclohepta (def)fluorens

✍ Scribed by Richard Neidlein; Walter Kramer


Publisher
John Wiley and Sons
Year
1981
Tongue
German
Weight
272 KB
Volume
64
Category
Article
ISSN
0018-019X

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✦ Synopsis


A New Synthetic Way to the Tetracyclic Skeleton of Cyclohepta (def)fluorene

The synthesis of 2‐Methyl‐4, 5, 6, 8, 9, 10‐hexahydrocyclohepta (def)fluorene 2 is described starting with the reduction of the ketone 3 by a (1:1)‐mixture of LiAlH~4~/AlCl~3~ to the hydrocarbon 4. After metallation with butyllithium 4 was allowed to react with bromoacetic acid to yield 5. The cyclization of this compound was performed with p‐toluenesulfonic acid to give the tetracyclic ketone 6 which was converted to the tetracyclic hydrocarbon 2 by reduction with LiAlH~4~/AlCl~3~.