84657-88-5Relevant academic research and scientific papers
Nucleophilic substitution reactions of sulfur-substituted cyclohexanone acetals: An analysis of the factors controlling stereoselectivity
Billings, Susan B.,Woerpel
, p. 5171 - 5178 (2007/10/03)
The reactions of cyclohexanone acetals substituted with thiophenyl groups (and other heteroatoms) at C-2 demonstrate the powerful influence that these substituents have on the stereoselectivity of nucleophilic substitution reactions. The trans selectivities of these reactions correlate with the behavior of the corresponding ketones. These experiments lend support to the possibility that the reactions of the acetals, which proceed via oxocarbenium ions, are operating under Felkin-Anh control.
STEREOCHEMICAL STUDIES-XXVI CONFORMATIONAL EQUILIBRIA OF KETALS OF 2-SUBSTITUTED CYCLOHEXANONES
Mursakulov, Ismail G.,Guseinov, M. M.,Kasumov, N. K.,Zefirov, Nikolai S.,Samoshin, V. V.,Chalenko, E. G.
, p. 2213 - 2220 (2007/10/02)
The positions of the conformational equilibria in a series of 2-substituted cyclohexanone ketals have been determined by 1H NMR.For the ethylene ketals 6 the equatorial conformer has been found to be enthalpically preferred.The other ketal syst
