Abstract: | On the interaction of isocamphanone with butyllithium, 2-butyl-5,5,6-trimethylbicyclo2.2.1]heptan-endo-2-ol is formed stereospecifically.
As a result of skeletal rearrangements of carbonium ions taking place in the course of the reaction, the Ritter reaction of
this tertiary alcohol with acetonitrile and benzonitrile has given endo-3-butyl-1,7,7-trimethylbicyclo2.2.1]hept-exo-2-ylacylamines
and endo-6-butyl-1,7,7-trimethylbicyclo2.2.1]hept-2-ylacylamines.
Institute of Physical Organic Chemistry, Academy of Sciences of the Belorussian SSR, Minsk. Translated from Khimiya Prirodynkh
Soedinenii, No. 6, pp. 807–812, November–December, 1988. |