53803-33-1Relevant academic research and scientific papers
NOVEL PRODUCTS FROM BECKMANN FRAGMENTATION OF CAMPHOR OXIME IN POLYPHOSPHORIC ACID
Hill, Richard K.,McKinnie, B. Gary,Conley, Robert T.,Darby, Paul S.,Halbeek, Herman van,Holt, Elizabeth M.
, p. 3405 - 3412 (2007/10/02)
Heating camphor oxime with PPA affords, besides the known fragmentation products isoaminocamphor (4) and β-campholenonitrile (13), four isomeric ketones C10H14O resulting from intramolecular acylation of the intermediate α-campholenonitrile (3).The ketones have been identified as 5-ketocamphene (6), 6-ketocamphene (8), tricyclenone (9), and endo-2,4-dimethylbicyclooct-2-ene-7-one (14).The latter results from a novel ring expansion, probably by way of a protonated cyclopropane.
Heterolytic Cleavage of Homoallylic Alcohols: Part III - Synthesis and Reactions of Spiro(bicycloheptane-2,1'-cyclopropane). Derivatives with Electrophiles
Krishna, R. R.,Chawla, H. P. S.,Dev, Sukh
, p. 193 - 199 (2007/10/02)
Spiro(bicycloheptane-2,1'-cyclopropane) derivatives (6, 7 and 8) have been synthesised by cyclopropanation of suitable camphenes.A by-product formed along with 7 during Simmons-Smith reaction with 6-acetoxycamphene, has been assigned the brendanol structure (22).Treatment of 6, 7 and 8 with mercuric salts causes 1,3-cleavage of cyclopropane rings which in the case of 7 and 8 triggers fragmentation and leads to the formation of diene-aldehyde (20).
Terpenoid biotransformation in mammals II: Biotransformation of dl-camphene in rabbits
Ishida,Asakawa,Takemoto,Aratani
, p. 928 - 930 (2007/10/21)
The biotransformation of dl-camphene in rabbits was investigated. Four neutral metabolites, 6-exo-hydroxycamphene, 10-hydroxycamphene, and diastereoisomers of camphene-2,10-glycol, were identified and two alcohols, 7-hydroxycamphene and 3-hydroxytricyclene, were estimated by IR, UV, NMR, and mass spectra and chemical degradations. The formation of these compounds can be explained through a homoallylic oxidation or an epoxide formation.
