31865-33-5

Upstream product

• 5400-88-4 4-tert-butylcyclohexylamine 
• 108-24-7 acetic anhydride 
• 79483-41-3 trans-4-tert-Butyl(diacetylamido)cyclohexane 
• 135663-21-7 N-(4-(tert-butyl)cyclohex-1-en-1-yl)acetamide 
• 2163-34-0 trans-4-t-butylcyclohexylamine 
• 75-36-5 acetyl chloride 
• 4701-98-8 4-tert-butylcyclohexanone oxime 
• 98-53-3 4-tercbutyl-cyclohexanone 

Relevant academic research and scientific papers

Aliphatic C-H Bond Oxidation with Hydrogen Peroxide Catalyzed by Manganese Complexes: Directing Selectivity through Torsional Effects

Substituted N-cyclohexyl amides undergo aliphatic C-H bond oxidation with H2O2 catalyzed by manganese complexes. The reactions are directed by torsional effects leading to site-selective oxidation of cis-1,4-, trans-1,3-, and cis-1,2-cyclohexanediamides. The corresponding diastereoisomers are unreactive under the same conditions. Competitive oxidation of cis-trans mixtures of 4-substituted N-cyclohexylamides leads to quantitative conversion of the cis-isomers, allowing isolation and successive conversion of the trans-isomers into densely functionalized oxidation products with excellent site selectivity and good enantioselectivity.

Simple, chemoselective hydrogenation with thermodynamic stereocontrol

Few methods permit the hydrogenation of alkenes to a thermodynamically favored configuration when steric effects dictate the alternative trajectory of hydrogen delivery. Dissolving metal reduction achieves this control, but with extremely low functional group tolerance. Here we demonstrate a catalytic hydrogenation of alkenes that affords the thermodynamic alkane products with remarkably broad functional group compatibility and rapid reaction rates at standard temperature and pressure.