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Catalytic Wagner-Meerwein rearrangements

It was mentioned above that even alkanes undergo Wagner-Meerwein rearrangements if treated with Lewis acids and a small amount of initiator. Catalytic asymmetric Wagner-Meerwein shifts have been observed. An interesting application of this reaction is the conversion of tricyclic molecules to adamantane and its derivatives. It has been found that all tricyclic alkanes containing 10 carbons are converted to adamantane by treatment with a Lewis acid, such as AICI3. If the substrate contains >10 carbons, alkyl-substituted adamantanes are produced. The lUPAC name for these reactions is Schleyer adamantization. Two examples are... [Pg.1584]

See other pages where Catalytic Wagner-Meerwein rearrangements is mentioned: [Pg.282]    [Pg.229]    [Pg.117]    [Pg.169]    [Pg.282]    [Pg.474]    [Pg.65]    [Pg.91]    [Pg.148]    [Pg.378]    [Pg.528]    [Pg.367]    [Pg.95]    [Pg.640]    [Pg.223]   
See also in sourсe #XX -- [ Pg.1584 ]



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Catalytic Wagner-Meerwein

Meerwein

Meerwein rearrangement

Wagner

Wagner-Meerwein

Wagner-Meerwein rearrange

Wagner-Meerwein rearrangement

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