112091-01-7Relevant academic research and scientific papers
ACID-CATALYZED TRANSFORMATIONS OF THE DERIVATIVES OF TERPENES IN THE BICYCLO- AND BICYCLOHEPTANE SERIES
Koval'skaya, S. S.,Kozlov, N. G.
, p. 1398 - 1407 (2007/10/03)
Under the conditions of acid catalysis the formation of the p-methane derivatives is the main direction in the transformations of pinane derivatives with reaction centers at C2 and C3 (α-pinene epoxide, 2α-hydroxypinan-3-one, 2α-hydroxypinan-3-one oxime, isopinocampheol and 3-phenylpinocampheol).Here, in the Ritter reaction thermodynamic factors give rise to the preferential formation of isomers with an equatorial acylamino group.The ability to react with nitriles under the conditions of acid catalysis with the formation of the geminal amides is a common feature of terpenoid ketones of the bicycloheptane series.The transformations of the terpenoid bicyclic oximes under the influence of sulfuric acid in aliphatic nitriles lead to the formation of two types of azabicyclic products - bicyclic lactams and bicyclic N-acylamidines.
α-PINENE IN THE SYNTHESIS OF THE OXIMES OF 8-ACYLAMINO-p-MENTH-6-EN-2-ONES
Koval'skaya, S. S.,Kozlov, N. G.,Shavyrin, S. V.
, p. 1683 - 1687 (2007/10/02)
The oxidation of α-pinene and the subsequent oximation of the obtained 2α-hydroxy-2,6,6-trimethylbicycloheptan-3-one gave the corresponding oxime, the reaction of which with nitriles in the presence of sulfuric acid led to opening of the cyclobutan
