195828-59-2Relevant 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
Halogenated Terpenoids. XXIX the 1-Bromo 1-Bromomethyl Cyclohexyl System
Brecknell, Douglas J.,Carman, Raymond M.,Edwards, Ross A.,Hansford, Karl A.,Karoli, Tomislav,Robinson, Ward T.
, p. 689 - 700 (2007/10/03)
Bromination of methylene groups exocyclic to cyclohexyl systems normally affords two isomeric products; the axial 1-bromo equatorial 1-bromomethyl compound and the axial 1-bromomethyl equatorial 1-bromo derivative. Free energy differences between these two isomers, and the conformations adopted by the axial 1-bromomethyl group, have been explored by n.m.r. spectroscopy, by X-ray crystallography and by MM3 calculations. Evidence is presented to show that the ax-bromomethyl group exists primarily as those rotamers which site the bromine atom synclinal to the vicinal bromine. The A value for a bromomethyl group in this system is then similar to that of an unsubstituted methyl group.
