136376-74-4Relevant 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.
SYNTHESIS OF (1S,5S,8R)-8-N-ACYLAMINO-2-ALKYL-4,4,8-TRIMETHYL-3-AZABICYCLONON-2-ENES FROM α-PINENE
Koval'skaya, S.S.,Kozlov, N.G.,Kalechits, G.V.
, p. 649 - 652 (2007/10/02)
(1R,2R,3R,5S)-2,6,6-Trimethylbicycloheptan-3-ol (isopinocampheol) obtained by the hydrogenation of (1S,5S)-α-pinene reacts with acetonitrile, propionitrile, and isobutyronitrile in the presence of concentrated sulfuric acid as a result of a series
