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Digitale Medien

Substitutions- und Additionsreaktionen an Spiro-oxiranen (1982)

Siegel, Hannes ; Wittmann, Helga

Springer

Monatshefte für Chemie 113 (1982), S. 1005-1017

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Details

ISSN: 1434-4475

Schlagwort(e): α-Carbonyl-spiro-oxiranes ; Enolbetaines ; Nucleophilic Substitution ; Spiro-dioxoles ; Spiro-oxazoles

Quelle: Springer Online Journal Archives 1860-2000

Thema: Chemie und Pharmazie

Notizen: Abstract Nucleophilic substitution at the spiro carbon atom as well as the CH2-group takes place with spiro-oxiranes1,6 and7, whose spiro carbon atom bear electron withdrawing substituents. In some cases by elimination of formaldehyde a transformation to the corresponding reductone systeme (5,11,16) is observed. In other cases, e.g. with tertiary amines, betaines (2,9,12) are formed, which by elimination of the base rearrange to dioxolenes (3,10). Addition of polar reagents like aryl isocyanate or chloral leads to ring expansion of the threemembered ring to form the five ring systems17,18,20,22 or24.

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1007/BF00799242

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