64374-24-9Relevant academic research and scientific papers
The reaction of 8-amino-p-menthene derivatives with electrophiles
Bernhardt, Paul V.,Carman, Raymond M.,Derbyshire, Roger P.C.
, p. 583 - 591 (2007/10/03)
Attempts to ring-close the nitrogen atom of 8-amino-p-menth-l-ene and of N-substituted 8-amino-p-menth-l-enes onto the C1-C2 double-bond carbons has led to a range of bicyclo[2.2.2] and bicyclo[3.2.1] products, together with the novel bicyclo[4.3.1]-1,3-o
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.
THE RITTER REACTION IN MONOTERPENES OF THE p-MENTHANE SERIES
Kozlov, N. G.,Popova, L. A.,Novikova, M. G.
, p. 477 - 480 (2007/10/02)
The Ritter reaction was studied for some individual monoterpenes of the p-menthane series (p-menth-1-ene, p-menth-2-ene, p-menth-3-ene, cis- and trans-p-menth-8-ene, dipentene, cis- and trans-p-menthan-8-ol, and α-terpineol) with acetonitrile in the prese
Synthetic Approach to the Amphilectane Diterpenes: The Use of Nitriles as Terminators of Carbocation-Olefin Cyclizations
Stevens, Robert V.,Albizati, Kim F.
, p. 632 - 640 (2007/10/02)
A biomimetic approach to the synthesis of tricyclic terpenoid isonitriles from marine sponges is described which involves carbocation-olefin cyclization of polyolefinic precursors terminated by the stereoselective formation of a carbon-nitrogen bond.The k
