2157-18-8

Upstream product

• 99992-30-0 dithiocarbonic acid O-(1-cyclohexyl-1-methyl-ethyl ester)-S-methyl ester 
• 5749-72-4 isopropylidenecyclohexane 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 823-76-7 Cyclohexyl methyl ketone 
• 931-51-1 cyclohexylmagnesiumchloride 
• 17729-74-7 1-(diphenylphosphino)propan-2-one 
• 696-29-7 (1-methylethyl)-cyclohexane 
• 142729-71-3 Carbonic acid 1-isopropenyl-cyclohexyl ester methyl ester 
• 931-48-6 2-cyclohexylacetylene 
• 75-24-1 trimethylaluminum 
• 13291-18-4 isopropenylmagnesium bromide 
• 4837-38-1 cyclohexanesulfonyl chloride 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 16664-07-6 2-cyclohexyl-2-propanol 

Downstream Products

• 3908-31-4 1-Isopropenyl-1-cyclohexanol 
• 7697-55-4 2-cyclohexylprop-2-en-1-ol 
• 7697-61-2 2-cyclohexylacrylaldehyde 
• 32399-81-8 2-cyclohexyl-1,3-butadiene 
• 42953-16-2 1-(1-Hydroperoxy-1-methylethyl)cyclohexyl Bromid 
• 43037-43-0 1-(1-Bromo-1-methyl-ethyl)-cyclohexyl-hydroperoxide 
• 1262985-48-7 2-(2-cyclohexylpropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1356012-61-7 (2,2-dibromo-1-methylcyclopropyl)cyclohexane 
• 1356012-19-5 (E)-3-(3-cyclohexylbut-1-en-1-yl)-1H-indole 
• 1356012-36-6 3,3'-(3-cyclohexylbutane-1,1-diyl)bis(1H-indole) 
• 1356012-71-9 (1-methylcycloprop-2-en-1-yl)cyclohexane 
• 1356012-62-8 (2-bromo-1-methylcyclopropyl)cyclohexane 
• 25910-98-9 2-cyclohexyl-2-methyloxirane 
• 2109-22-0 (2-cyclohexylpropanal) 

Relevant academic research and scientific papers

Enhancing regiocontrol in carboaluminations of terminal alkynes. Application to the one-pot synthesis of coenzyme Q10

Two new "generations" of methodological advances are reported for the Negishi carboalumination of terminal alkynes. Use of simple, inexpensive additives that alter the Al-Zr complex formed between Me3Al and Cp2ZrCl2 give rise to an especially effective reagent mix that results in virtually complete control of regiochemistry upon carboalumination of 1-alkynes. One timely application to coenzyme Q10 is highlighted. Regioisomers from subsequent coupling, which would otherwise be very difficult to separate, are avoided.

METHOD FOR OXIDATIVE CLEAVAGE OF COMPOUNDS WITH UNSATURATED DOUBLE BOND

A method for oxidative cleavage of a compound with an unsaturated double bond is provided. The method includes the steps of: (A) providing a compound (I) with an unsaturated double bond, a trifluoromethyl-containing reagent, and a catalyst; wherein, the catalyst is represented by Formula (II): M(O)mL1yL2z??(II);wherein, M, L1, L2, m, y, z, R1, R2 and R3 are defined in the specification; and(B) mixing the compound with an unsaturated double bond and the trifluoromethyl-containing reagent to perform an oxidative cleavage of the compound with the unsaturated double bond by using the catalyst in air or under oxygen atmosphere condition to obtain a compound represented by Formula (III):

Method for oxidative cracking of compound containing unsaturated double bonds

The invention relates to a method for oxidative cracking of a compound containing unsaturated double bonds. The method comprises the following steps: (A) providing a compound (I) containing unsaturated double bonds, a trifluoromethyl-containing reagent and a catalyst, wherein the catalyst is shown as a formula (II): M(O)mL1yL2z (II), M, L1, L2, m, y, z, R1, R2 and R3 being defined in the specification; and (B) mixing the compound containing the unsaturated double bonds and the trifluoromethyl-containing reagent, and performing an oxidative cracking reaction on the compound containing the unsaturated double bonds in the presence of air or oxygen by using the catalyst to obtain a compound represented by formula (III),.

METHOD FOR OXIDATIVE CLEAVAGE OF COMPOUNDS WITH UNSATURATED DOUBLE BOND

A method for oxidative cleavage of a compound with an unsaturated double bond is provided. The method comprises the following step: (A) providing a compound (I) with an unsaturated double bond, a reagent with trifluoromethyl, and a catalyst; wherein the catalyst is represented by the following formula (II): M(O)mL1yL2z (II); wherein, M, L1, L2, m, y, z, R1, R2 and R3 are defined in the specification; and (B) mixing the compound with an unsaturated double bond and the reagent with a trifluoromethyl to perform an oxidation of the compound with the unsaturated double bond by using the catalyst at air or an oxygen condition to get a compound presented as formula (III):

Synthesis of Trisubstituted Alkenyl Boronic Esters from Alkenes Using the Boryl-Heck Reaction

The direct borylation of disubstituted alkenes is reported. These conditions allow for the conversion of a variety 1,1- and 1,2-disubstituted alkenes to trisubstituted alkenyl boronic esters with outstanding yields and excellent E/Z selectivities. The utility of this reaction has been demonstrated with several downstream functionalization reactions, which allow access to diverse, stereodefined, functionalized olefins. Mechanistic studies are consistent with a boryl-Heck pathway.

Enantioselective synthesis of cyclobutenes by intermolecular [2+2] cycloaddition with non-c2 symmetric digold catalysts

The enantioselective intermolecular gold-(I)-catalyzed [2+2] cycloaddition of terminal alkynes and alkenes has been achieved using non-C2-chiral Josiphos digold(I) complexes as catalysts, by the formation of the monocationic complex. This new approach has been applied to the enantioselective total synthesis of rumphellaone A.

Iridium-Catalyzed Enantioselective Hydrogenation of β,β-Disubstituted Nitroalkenes

A highly efficient, iridium-catalyzed, enantioselective hydrogenation of β,β-disubstituted nitroalkenes has been developed. Using a complex consisting of iridium and (S,S)-f-spiroPhos as the catalyst, a variety of β,β-disubstituted nitroalkenes were successfully hydrogenated to the corresponding chiral nitroalkanes with excellent enantioselectivities (up to 98% ee) and high turnover numbers (TON=1000).

Chiral monodentate phosphine ligands for the enantioselective α- And γ-arylation of aldehydes

The synthesis of chiral variants of monodentate trialkyl and dialkylbiaryl phosphine ligands elaborated on the binepine scaffold is described. Their application in the Pd-catalyzed intramolecular asymmetric α-arylation of aldehydes and the intermolecular asymmetric γ-arylation of α,β-unsaturated aldehydes provides a mean of validating the design of these ligands. For the first reaction, excellent reactivities have been obtained while only modest enantioselectivities were measured. Aside from enantioselectivity, the second reaction offers additional challenges associated with intramolecularity and regioselectivity. With the formal chiral trialkyl monodentate phosphine ligands, good yield, high olefin stereocontrol, and perfect γ-selectivity were obtained while the enantioselectivity remained in the low but promising range.

1:2-sequence-regulated radical copolymerization of naturally occurring terpenes with maleimide derivatives in fluorinated alcohol

Naturally occurring bulky terpenes, such as (+)- and (-)-limonene and (-)-β-pinene, were quantitatively copolymerized with maleimide (MI) derivatives (i.e., phenyl-, cyclohexyl-, ethyl-, and unsubstituted-MI) in PhC(CF3)2OH solvent via selective 1:2-alternating propagation governed by the penultimate effect, which resulted in 1:2-sequence regulated polymers with relatively high glass transition temperatures and optical activities. Similar petroleum-derived bulky olefins possessing cyclohexenyl, cyclohexyl, or additional α-methyl substituents were copolymerized with phenylmaleimide via preferential 1:2-alternating propagation with a slightly lower selectivity. A further decrease in the bulkiness of nonpolar olefins increased the 1:1-alternating sequence. The copolymerization of limonene and acrylonitrile also proceeded approximately via 1:1-alternating propagation, in which the penultimate effect was less observable. Furthermore, when methylene chloride was used instead of fluorinated alcohol for the copolymerization of limonene and phenylmaleimide, the length of the sequence of MI units increased. Thus, in addition to the characteristic MI skeleton, the bulky and rather specific structure of either limonene or β-pinene induces 1:2-selective propagation via the penultimate effect, whereas the fluoroalcohol diminishes the homopropagation of MI via a hydrogen bonding interaction with the MI unit. RAFT copolymerization of limonene and various MI derivatives in PhC(CF3)2OH successfully proceeded to give the end-to-end 1:2-sequence-regulated copolymer with a selective initiating sequence and predominant capping sequence using an appropriate RAFT agent.

Divergent outcomes of gold(I)-catalyzed indole additions to 3,3-disubstituted cyclopropenes

Depending on the conditions employed, gold(I)-catalyzed addition of indoles to 3,3-disubstituted cyclopropenes can be controlled to yield either 3-(E)-vinylindoles (3) or bis-indolylalkanes (4). If the cyclopropene substituents are sterically bulky, unprecedented gold-catalyzed oxidation under air occurs to yield bis-indolylalkene (5) and epoxide (6) at room temperature.