85531-72-2

Upstream product

• 42134-55-4 (E)-3-cyclohexyl-2-propen-1-ol 
• 2043-61-0 cyclohexanecarbaldehyde 
• 17343-88-3 (E)-3-cyclohexyl-acrylic acid ethyl ester 
• 142528-81-2 cis S-tert-Butyl 3-cyclohexyloxirane-2-carbothioate 
• 42134-55-4 3-cyclohexyl-2-propen-1-ol 

Downstream Products

• 65644-36-2 3-cyclohexylpropane-1,2-diol 
• 79388-47-9 1-cyclohexyl-1,3-propanediol 
• 118043-40-6 (1S,2R)-2-Azido-1-cyclohexyl-propane-1,3-diol 
• 116911-20-7 (2R*,3R*)-3-azido-3-cyclohexylpropane-1,2-diol 
• 1224850-54-7 C₁₆H₂₀O₃ 
• 1414943-27-3 3-cyclohexyloxirane-2-carbaldehyde 
• 445387-92-8 (2S*,3R*)-3-cyclohexyl-2,3-epoxypropanal 
• 114389-96-7 3-Cyclohexyl-butane-1,2-diol 

Relevant academic research and scientific papers

Palladium-catalysed regio- And stereoselective arylative substitution of γ,δ-epoxy-α,β-unsaturated esters and amides by sodium tetraaryl borates

Palladium-catalysed reactions of γ,δ-epoxy-α,β-unsaturated esters and amides with NaBAr4 reagents proceeded regio- and stereoselectively, producing allylic homoallyl alcohols with aryl-substituents in the allylic position for a wide range of substrates. A

New one-pot procedure for the synthesis of diprotected amino alcohols from unprotected vinyl aziridines

An unprecedented one-pot reaction that allows the synthesis of diprotected amino alcohols from unprotected vinyl aziridines is reported. The results demonstrate the possibility to use various acyl chlorides in order to obtain differently functionalised fragments. Mechanistic insights are given.

A highly regioselective azidolysis of 2,3-epoxy amines: An unexpected [Ti(O-i-Pr)2(N3)2] mediated C-2 opening

The Lewis acid-catalysed regioselective azidolysis of 2,3-epoxy amines has been investigated. The results obtained demonstrated that using TMSN3 as a source of azide, the appropriate choice of Lewis acid allowed to direct the regiochemistry of the ring opening. The present methodologies provide a powerful tool in organic synthesis for the preparation of diaminoalcohol moieties.

Oxidation catalysis of Nb(salan) complexes: Asymmetric epoxidation of allylic alcohols using aqueous hydrogen peroxide as an oxidant

Several optically active Nb(salan) complexes were synthesized, and their oxidation catalysis was examined. A dimeric μ-oxo Nb(salan) complex that was prepared from Nb(OiPr)5 and a salan ligand was found to catalyze the asymmetric epoxidation of allylic alcohols using a urea-hydrogen peroxide adduct as an oxidant with good enantioselectivity. However, subsequent studies of the time course of this epoxidation and of the relationship between the ee of the ligand and the ee of the product indicated that the μ-oxo dimer dissociates into a monomeric species prior to epoxidation. Moreover, monomeric Nb(salan) complexes prepared in situ from Nb(OiPr)5 and salan ligands followed by water treatment were found to catalyze the epoxidation of allylic alcohols better using aqueous hydrogen peroxide in CHCl3/brine or toluene/brine solution with high enantioselectivity ranging from 83 to 95% ee, except for the reaction of cinnamyl alcohol that showed a moderate ee of 74%. This is the first example of the highly enantioselective epoxidation of allylic alcohols using aqueous hydrogen peroxide as an oxidant.

Synthetic applications of glycidic thiolesters. Regioselective reduction to 1,3-diols and 2,3-epoxy alcohols

Glycidic thiolesters were shown to undergo regioselective reduction with Raney nickel to give 1,3-diols.With sodium borohydride at room temperature and lithium aluminum hydride at -78 deg C, the reduction of glycidic thiolesters was found to proceed chemo