Oxidative transformations of cembrane diterpenoids III. Epoxycembrenes
Summary1. It has been established that the epoxidation of cembrene with perbenzoic and peracetic acids takes place stereospecifically at each of the trisubstituted double bonds with the formation of 4S,5R-, 7S,8S-, and 11S,12S-monoepoxycembrenes, the structures and absolute configurations of which have been established by spectral methods.2. Epoxidation of cembrene at the C11–C12 double bonds under the conditions used takes place preferentially as compared with epoxidation at the C7–C8 double bond.
Organic reactions in a solid matrixI , , Alumina-induced oxirane rearrangements
Abstract A fairly generation transformation of methyldialkyl-substituted 1,2-epoxides to the corresponding vinylidene, allylic secondary alcohols, on contact with active Al2O3, is described. A systematic study of some of the reaction variables of this transformation has also been carried out. The epoxides thus studied include those derived from the following olefins: 1-methylcyclopentene, 1-methylcyclohexene, 1-methylcycloheptene, α-pinene and Δ3-carene.
1-phenylcyclohexane-1,2-diols and their geometry
Abstract Trans- and cis-1-phenylcyclohexane-1,2-diols, have been prepared and hydrogenated to trans- and cis-cyclohexylcyclohexane-1,2-diols. The infrared absorption spectra leave no doubt as to the geometry of these compounds.