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1,6-Eliminationsreaktionen an Spirocoleonon; Charakterisierung der ersten Spiro[(methylcyclopropan)-phenanthren]-1,3-dion-Derivate
Authors:Firouz Matloubi-Moghandam  Peter Rüedi  Conrad Hans Eugster
Abstract:Preparation of the First Spiro(methylcyclopropan)-phenanthrene]-1,3-dione Derivatives by 1,6-Elimination Reactions of Spirocoleons Spirocoleons, e.g. coleon J ( 1 ), on treatment with 1,5-diazabicyclo4.3.0]non-5-ene (DBN) in aprotic solvents, undergo enolization followed by a rapid 1,6-elimination with formation of the hitherto unknown 2-methyl-spirocyclopropane-1,2′(1′H)-phenanthrene]-1′,3′(4′bH)-dione system, e.g. 3 . In protic solvents, base-catalyzed solvolysis of the spirocyclopropane predominates.
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