860036-37-9

Upstream product

• 525585-56-2 (1R,2R,N₁E,N₂E)-N₁,N₂-bis(4-methoxybenzylidene)cyclohexane-1,2-diamine 
• 511259-84-0 (R,R)-N,N'-bis[(4-methoxyphenyl)methylene]-1,2-cyclohexanediamine 
• 123-11-5 4-methoxy-benzaldehyde 
• 32044-22-7 (1R,2R)-1,2-diaminocyclohexane tartrate 

Downstream Products

• 860036-40-4 (R,R)-O,O'-bis(triethylsilyl)cyclohexyl-1,2-dihydroxylamine 
• 1217463-44-9 (R,R)-N-(2-{[2,2-bis(3,5-dimethylphenyl)acetyl]hydroxyamino}cyclohexyl)-2,2-bis(3,5-dimethylphenyl)-N-hydroxyacetamide 
• 860036-29-9 (R,R)-N-hydroxy-N-{2-[hydroxy-(3,3,3-triphenylpropionyl)amino]cyclohexyl}-3,3,3-triphenylpropionamide 
• 860036-16-4 (R,R)-N-[2-(diphenylacetylhydroxyamino)cyclohexyl]-N-hydroxy-2,2-diphenylacetamide 

Relevant academic research and scientific papers

Development and application of versatile bis-hydroxamic acids for catalytic asymmetric oxidation

In this article, we describe the development and preliminary results of our new designed C2-symmetric bis-hydroxamic acid (BHA) ligands and the application of the new ligands for vanadium-catalyzed asymmetric epoxidation of allylic alcohols as well as homoallylic alcohols. From this success we demonstrate the versatile nature of BHA in the molybdenum catalyzed asymmetric oxidation of unfunctionalized olefins and sulfides.

Enantioselective epoxidation of allylic alcohols by a chiral complex of vanadium: An effective controller system and a rational mechanistic model

(Chemical Equation Presented) Bishydroxamic acid derivatives are used as ligands for a vanadium catalyst in the preparation of epoxy alcohols (see scheme). The methodology uses aqueous tert-butyl hydroperoxide (TBHP) as an achiral oxidant, low catalyst loading, low reaction temperatures (0°C to room temperature), and simple workup procedures. The reaction is applied to the kinetic resolution of a secondary allylic alcohol and the preparation of small epoxy alcohols. R1, R2, R3: alkyl, aryl, H.

Catalytic asymmetric epoxidation

The present invention relates to the synthesis of chiral epoxides via a catalytic asymmetric oxidation of olefins. Additionally, the methodology provides a method of asymmetrically oxidizing sulfides and phosphines. This asymmetric oxidation employs a catalyst system composed of a metal and a chiral bishydroxamic acid ligand, which, in the presence of a stoichiometric oxidation reagent, serves to asymmetrically oxidize a variety of substrates.