139313-56-7

Upstream product

• 6738-06-3 phenylethynylmagnesium bromide 
• 78-84-2 isobutyraldehyde 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 536-74-3 phenylacetylene 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 4440-01-1 lithium phenylacetylide 
• 1407998-84-8 2-(4-methyl-1-phenylpent-1-yn-3-yl)isoindoline-1,3-dione 
• 590-86-3 isovaleraldehyde 
• 5923-10-4 4-methyl-1-phenylpent-1-yn-3-one 
• 78-83-1 2-methyl-propan-1-ol 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 558-30-5 2-methyl-1,2-epoxypropane 
• 1483-82-5 phenylethynyl chloride 
• 139313-56-7 4-methyl-1-phenyl-pent-1-yn-3-ol 

Downstream Products

• 117983-73-0 chloromethyl 4-methyl-1-phenyl-1-pentyn-3-yl ether 
• 176436-84-3 (S)-4-methyl-1-phenylpent-1-yl-3-ol 
• 505087-61-6 1-isopropyl-3-phenylprop-2-yn-1-yl methyl carbonate 
• 3160-32-5 (1E)-4-methyl-1-phenylpent-1-en-3-one 
• 923026-33-9 {[1-(1-methylethyl)-3-phenylprop-2-yn-1-yl]oxy}acetic acid 
• 106986-00-9 2-(4-Chloro-phenyl)-4-(4-methyl-1-phenyl-penta-1,2-dienyl)-4-phenyl-4H-oxazol-5-one 
• 106985-90-4 (4-Chloro-benzoylamino)-phenyl-acetic acid 1-isopropyl-3-phenyl-prop-2-ynyl ester 
• 18205-44-2 2-Methyl-5-isopropyl-7-phenyl-heptadiin-(3,6)-ol-⁽⁵⁾ 
• 1001421-91-5 4-methyl-1-phenylpent-1-yn-3-yl pent-2-ynoate 
• 945256-48-4 4-methyl-1-phenylpent-1-yn-3-yl acetate 
• 1174667-72-1 C₁₅H₁₈O₃ 
• 1221071-44-8 4-methyl-3-(1-methyl-1H-indol-3-yl)-1-phenylpentan-1-one 

Relevant academic research and scientific papers

Highly enantioselective addition of phenylethynylzinc to aldehydes catalyzed by chiral cyclopropane-based amino alcohols

The enantioselective addition of phenylethynylzinc to aldehydes catalyzed by a series of cyclopropane-based amino alcohol ligands 7 was investigated. The reactions afforded chiral propargylic alcohols in high yields (up to 96%) and with excellent enantios

Effective activation of chiral BINOL/Ti(OiPr)4 catalyst with phenolic additives for the enantioselective alkynylation of aldehydes

The activation of chiral titanium(IV) complexes with achiral activators, e.g. phenol, is found to provide higher levels of enantioselectivity than those attained with an enantiopure catalyst in the alkynylations of both aromatic and aliphatic aldehydes.

A boron-oxygen transborylation strategy for a catalytic midland reduction

The enantioselective hydroboration of ketones is a textbook reaction requiring stoichiometric amounts of an enantioenriched borane, with the Midland reduction being a seminal example. Here, a turnover strategy for asymmetric catalysis, boron.oxygen transb

Ti-catalyzed regioselective ring-opening alkynylation of epoxides with haloalkynes

Ti-catalyzed ring-opening alkynylation of epoxides with haloalkynes has been achieved, allowing an efficient and regioselective entry to various propargylic alcohols in moderate to good yields. The developed protocol features extremely mild reaction conditions, broad substrate scope, varied functional group compatibility, and chemospecificity in the rearrangements of epoxides to aldehydes.

Formation of β-Oxo- N-vinylimidates via Intermolecular Ester Incorporation in Huisgen Cyclization/Carbene Cascade Reactions

Unusual intermolecular trapping of esters by carbenes generated via a Huisgen cyclization/retroelectrocyclization/dediazotization cascade reaction is presented. β-Oxo-N-vinylimidates could be obtained in one step from propargyl carbonazidates. Mechanistic control experiments suggested reversible dipole formation by ester addition to the carbene, and nitrogen attack to the ester carbonyl was irreversibly followed by stereoselective decarboxylative elimination to give the Z-vinyl imidate. The cross-conjugated enone, imidate, and enamine functional groups in the β-oxo-N-vinylimidates offer novel syntheses of functionalized oxazoles.

Kinetic Resolution of Propargylic Ethers via [2,3]-Wittig Rearrangement to Synthesize Chiral α-Hydroxyallenes

An efficient kinetic resolution of propargyloxy dicarbonyl compounds via asymmetric [2,3]-Wittig rearrangement was achieved by using a chiral N,N′-dioxide/NiII complex catalyst. Various chiral α-allenyl alcohols were obtained in high enantioselectivities under mild conditions. The utility of this method was readily demonstrated in the asymmetric synthesis of the chiral 2,5-dihydrofuran derivative.

DBU-Catalyzed Rearrangement of Secondary Propargylic Alcohols: An Efficient and Cost-Effective Route to Chalcone Derivatives

A 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-catalyzed rearrangement of diarylated secondary propargylic alcohols to give α,β-unsaturated carbonyl compounds has been developed. The typical 1,3-transposition of oxy functionality, characteristic of Mayer-Schuster rearrangements, is not observed in this case. A broad substrate scope, functional-group tolerance, operational simplicity, complete atom economy, and excellent yields are among the prominent features of the reaction. Additionally, the photophysical properties and crystal-structure-packing behavior of selected compounds were investigated and found to be of interest.

Green and efficient synthesis method of chiral alkynol

The invention relates to a method for preparing alkynol in the technical field of chemical engineering, which is characterized in that in ethanol and formate, under the catalysis of an iridium catalyst of a chiral spiro pyridylaminophosphine ligand, acety

Gold-catalyzed [4+2] Annulations of Dienes with Nitrosoarenes as 4 π Donors: Nitroso-Povarov Reactions

This work reports the first success of the nitroso-Povarov reaction, involving gold-catalyzed [4+2] annulations of nitrsoarenes with substituted cyclopentadienes. In this catalytic sequence, nitrosoarenes presumably attack gold-π-dienes by a 1,4-addition pathway, generating allylgold nitrosonium intermediates to complete an intramolecular cyclization. Acyclic dienes are also applicable substrates, and affording oxidative nitroso-Povarov products.

Asymmetric Propargylic Radical Cyanation Enabled by Dual Organophotoredox and Copper Catalysis

The first asymmetric propargylic radical cyanation was realized through a dual photoredox and copper catalysis. An organic photocatalyst serves to both generate propargyl radicals and oxidize Cu(I) species to Cu(II) species. A chiral Cu complex functions as an efficient organometallic catalyst to resemble the propargyl radical and cyanide in an enantio-controlled manner. Thus, a diverse range of optically active propargyl cyanides were produced with high reaction efficiency and enantioselectivities (28 examples, 57-97% yields and 83-98% ee). Moreover, mechanistic investigations including experiments and density functional theory calculations were performed to illustrate on the reaction pathway and stereochemical results.