15714-10-0Relevant articles and documents
Compounds of the menthane series. Synthesis of unsaturated primary alcohols with the o- and p-menthane skeletons
Fedorov,Fedorova,Sheverdov,Pavlov,Eremkin
, p. 806 - 812 (2016/07/30)
Precursors to terpene alcohols of the o- and p-menthane series (o-cimen-7-ol and o- and p-cimen-9-ols) were synthesized, and their reduction with lithium in ethylenediamine was studied. The reduction of o- and p-cimen-9-ols in the presence of isopropyl alcohol selectively afforded the corresponding 1,4-dihydro derivatives. Under analogous conditions, o-cimen-7-ol was converted into a mixture of unsaturated hydrocarbons. The reduction with lithium in ethylenediamine in the absence of isopropyl alcohol in all cases gave mixtures of menthene alcohols.
Thallium trinitrate mediated oxidation of 3-alkenols: Ring contraction vs cyclization
Ferraz, Helena M. C.,Longo Jr., Luiz S.,Zukerman-Schpector, Julio
, p. 3518 - 3521 (2007/10/03)
The reaction of a series of six-membered ring 3-alkenols with thallium trinitrate (TTN) in three different experimental conditions was studied. Either cyclization products or ring contraction products were obtained, depending on the structure of the substrate as well as the nature of the solvent. The reaction of a seven-membered ring 3-alkenol with TTN led to the ring contraction product exclusively.
