1,6‐Eliminationsreaktionen an Spirocoleonon; Charakterisierung der ersten Spiro[(methylcyclopropan)‐phenanthren]‐1,3‐dion‐Derivate
1984; Wiley; Volume: 67; Issue: 1 Linguagem: Inglês
10.1002/hlca.19840670126
ISSN1522-2675
AutoresFirouz Matloubi‐Moghandam, Peter Rüedi, Conrad Hans Eugster,
Tópico(s)Oxidative Organic Chemistry Reactions
ResumoPreparation 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‐diazabicyclo[4.3.0]non‐5‐ene (DBN) in aprotic solvents, undergo enolization followed by a rapid 1,6‐elimination with formation of the hitherto unknown 2‐methyl‐spiro[cyclopropane‐1,2′(1′ H )‐phenanthrene]‐1′,3′(4′b H )‐dione system, e.g. 3 . In protic solvents, base‐catalyzed solvolysis of the spirocyclopropane predominates.
Referência(s)