87655-26-3Relevant academic research and scientific papers
Chemoenzymatic synthesis of both enantiomers of 3-hydroxy-2,2- dimethylcyclohexanone
Chenevert, Robert,Levesque, Carine,Morin, Pierre
experimental part, p. 9501 - 9503 (2009/04/06)
(Chemical Equation Presented) The stereoselective acetylation of meso-2,2-dimethyl-1,3-cyclohexanediol by vinyl acetate in the presence of three lipases gave the (1R,3S)-monoester in high enantiomeric excess (ee ≥ 98%). The hydrolysis of the corresponding meso-diacetate in the presence of Candida antarctica lipase in phosphate buffer provided the opposite enantiomer. Optically active monoacetates were converted to both enantiomers of 3-hydroxy-2,2-dimethylcyclohexanone, a versatile chiral building block.
An NMR tool for cyclodextrin selection in enantiomeric resolution by high-performance liquid chromatography
Laverde Jr., Antonio,Da Conceicao, Gelson J. A.,Queiroz, Sonia C. N.,Fujiwara, Fred Y.,Marsaioli, Anita J.
, p. 433 - 442 (2007/10/03)
Complexation-induced chemical shifts and diffusion coefficients (HR-DOSY) of enantiomers with native and derivatized cyclodextrins were used for calculations of the apparent binding constants of three cyclohexanone inclusion complexes. Correlations between these data and high-performance liquid chromatography were established, revealing that this approach can be applied as an alternative method to predict enantiomeric discrimination. Copyright
SYNTHESIS OF BOTH THE ENANTIOMERS OF JUVENILE HORMONE III
Mori, Kenji,Mori, Hideto
, p. 4097 - 4106 (2007/10/02)
Both the enantiomers (ca.100percent e.e.) of juvenile hormone III were synthesized employing (S)-3-hydroxy-2,2-dimethylcyclohexanone as a single chiral source.
Optical Rotatory Dispersion Studies. 136. Enzymatic Reduction of 2-Methyl-2-(trideuteriomethyl)cyclohexane-1,3-dione. Unusual Conformation of 2,2-Dimethyl-3-hydroxycyclohexanone
Lu, Yucheng,Barth, Guenther,Kieslich, Klaus,Strong, Phyllis D.,Duax, William L.,Djerassi, Carl
, p. 4549 - 4554 (2007/10/02)
The enzymatic reduction of 2-methyl-2-(trideuteriomethyl)cyclohexane-1,3-dione with Kloeckera magna is not stereospecific with respect to the α center.The reaction product, 2-methyl-2-(trideuteriomethyl)-3-hydroxycyclohexanone, was shown to possess the 3S configuration.The circular dichroism and X-ray crystallographic data lead to the unexpected conclusion that the reduction product assumes the conformation with an axially oriented hydroxyl group.
