6714-93-8

Upstream product

• 163181-69-9 1-Acetoxy-1-cyclohexyl-2-butene 
• 2043-61-0 cyclohexanecarbaldehyde 
• 762-72-1 allyl-trimethyl-silane 
• 75-77-4 chloro-trimethyl-silane 
• 115579-47-0 (allyl)(diethylamino)dimethylsilane 
• 67-63-0 isopropyl alcohol 
• 38563-49-4 (prop-2-enyl)diphenylarsine 
• 1560-54-9 allyltriphenylphosphonium bromide 
• 2741-38-0 allyldiphenylphosphine 
• 1067-87-4 Diethyl allylphosphonate 
• 2550-36-9 Cyclohexylmethyl bromide 
• 25203-83-2 (E)/(Z)-buta-1,3-dien-1-ylcyclohexane 
• 74-85-1 ethene 
• 109-72-8 n-butyllithium 

Downstream Products

• 83877-82-1 trans-1-cyclohexyl-1,2-epoxybut-3-ene 
• 77131-98-7 cis-1-Cyclohexyl-2-vinyloxirane 
• 25203-84-3 (Z)-buta-1,3-dien-1-ylcyclohexane 
• 1603001-80-4 (E)-N-(4-cyclohexylbut-3-en-2-yl)aniline 
• 1603002-06-7 (E)-4-(4-cyclohexylbut-3-en-2-yl)morpholine 
• 1603002-04-5 (E)-N,N-dibenzyl-4-cyclohexylbut-3-en-2-amine 
• 25203-83-2 (E)-1-cyclohexyl-1,3-butadiene 
• 1599472-42-0 C₁₂H₂₀ 
• 1599472-41-9 C₁₂H₂₀ 

Relevant academic research and scientific papers

Visible-Light-Induced, Palladium-Catalyzed 1,4-Difunctionalization of 1,3-Dienes with Bromodifluoroacetamides

A highly modular 1,4-difunctionalization of 1,3-dienes with bromodifluoroacetamides and sulfinates/amines through a photoinduced palladium-catalyzed radical relay process is described herein. This developed protocol offers a facile and general route to ac

Selective 1,2-Aminoisothiocyanation of 1,3-Dienes Under Visible-Light Photoredox Catalysis

Selective three-component 1,2-diamination of 1,3-dienes with concurrent introduction of two orthogonally protected amino groups remains unknown despite its significant synthetic potential. We report herein that reaction of conjugated dienes with N-aminopy

Nickel-Catalyzed Carboxylation of Conjugated Dienes with Carbon Dioxide and DIBAL-H for the Synthesis of β,γ-Unsaturated Carboxylic Acids

Conjugated dienes underwent Ni-catalyst-promoted 1,2-hydrocarboxylation in a 1:1 ratio with carbon dioxide under atmospheric pressure in the presence of diisobutylaluminum hydride (DIBAL-H) to give the corresponding β,γ-unsaturated carboxylic acids, without dimerization or oligomerization of the conjugated diene.

Photoinduced Palladium-Catalyzed Carbofunctionalization of Conjugated Dienes Proceeding via Radical-Polar Crossover Scenario: 1,2-Aminoalkylation and beyond

A photoinduced palladium-catalyzed 1,2-carbofunctionalization of conjugated dienes has been developed. This mild modular approach, which does not require employment of exogeneous photosensitizers and external oxidants, allows for efficient and highly regio- and stereoselective synthesis of a broad range of allylic amines from readily available 1,3-dienes, alkyl iodides, and amines. Employment of O- and C-nucleophiles toward oxyalkylation and dialkylation products was also demonstrated. A putative π-allyl palladium radical-polar crossover path is proposed as a key event in this three-component coupling process. The utility of this protocol is highlighted by its application for derivatization of several amine-containing drugs.

Enantioselective Synthesis of Functionalized Arenes by Nickel-Catalyzed Site-Selective Hydroarylation of 1,3-Dienes with Aryl Boronates

A catalytic method for the site-selective and enantioselective synthesis of functionalized arenes by the intermolecular hydroarylation of terminal and internal 1,3-dienes with aryl pinacolato boronates is reported. The reactions are promoted by 5.0 mol %

Corrigendum: Up the Hill: Selective Double-Bond Isomerization of Terminal 1,3-Dienes towards Z-1,3-Dienes or 2Z,4E-Dienes (Angewandte Chemie International Edition, (2012), 51, 5, (1270-1273), 10.1002/anie.201107512)

Several years ago the authors reported an isomerisation of E-1,3-dienes by a cobalt catalyst into Z-1,3-dienes in this Communication (Scheme —original scheme). Scheme (Figure presented.) Double bond isomerisation for the stereoselective generation of Z-4

Nickel(0)-Catalyzed Hydroalkylation of 1,3-Dienes with Simple Ketones

We developed a highly regioselective addition of 1,3-dienes with simple ketones by nickel-hydride catalyst bearing DTBM-SegPhos ligand. A wide range of aromatic and aliphatic ketones directly coupled with 1,3-dienes, providing synthetically useful γ,δ-unsaturated ketones in high yield and regioselectivity. The asymmetric version of the reaction was also realized in high enantioselectivity by using novel chiral ligand DTBM-HO-BIPHEP. The utility of this hydroalkylation was demonstrated by facile product modification and enantioselective synthesis of (R)-flobufen.

Catalyst Controlled Regiodivergent Arylboration of Dienes

A method for the regiodivergent arylboration of dienes is presented. These reactions allow for the formation of a diverse range of synthetically versatile products from simple precursors. Through mechanistic studies, these reactions likely operate by init

Chemoselective reactions of (E)-1,3-dienes: Cobalt-mediated isomerization to (z)-1,3-dienes and reactions with ethylene

In the asymmetric hydrovinylation (HV) of an E/Z-mixture of a prototypical 1,3-diene with (S,S)-(DIOP)CoCl2 or (S,S)-(BDPP)CoCl2 catalyst in the presence of Me3Al, the (E)-isomer reacts significantly faster, leaving behind the Z-isomer intact at the end of the reaction. The presumed [LCo-H]+-intermediate, especially when L is a large-bite angle ligand, similar to DIOP and BDPP, promote an unusual isomerization of (E/Z)-mixtures of 1,3-dienes to isomerically pure Z-isomers. A mechanism that involves an intramolecular hydride addition via an [η4-(diene)(LCo-H)]+ complex, followed by p-s-p isomerization of the intermediate Co(allyl) species, is proposed for this reaction.

Catalytic enantioselective 1,2-diboration of 1,3-dienes: Versatile reagents for stereoselective allylation

More with boron: The development of catalytic enantioselective 1,2-diboration of 1,3-dienes enables a new strategy for enantioselective carbonyl allylation reactions (see scheme). These reactions occur with outstanding levels of stereoselection and can be applied to both monosubstituted and 1,1-disubstituted dienes. The carbonyl allylation reactions provide enantiomerically enriched functionalized homoallylic alcohol products. Copyright