Suninzavy. The syntheses of 4-methyl-, 4-ethyl-, 4-isopropyl-and 4-t-butylquinuclidine arc dcscribed. The key step in the synthesis of 4-t-butylquinuclidinc involves a modified Koch-Huuf reaction leading from a 6-amino-tert. alcohol t o an ester of the homologous acid.
Ihrer Struktur und Symmetrie wegen eignen sich 4‐substituierte Chinuclidine besonders zur Bestimmung elektrostatischer bzw. induktiver Effekte von Substituenten mittels pKA‐Messungen und anderer Reaktionen am N‐Atom.
Ausgehend von dem Piperidon (I) und dem Nitrilester (II) wird das Derivat (III) dargestellt, das über das Dinitril (IV) in die Disäure (V) übergeführt wird.
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