176436-84-3

Upstream product

• 5923-10-4 4-methyl-1-phenylpent-1-yn-3-one 
• 139313-56-7 4-methyl-1-phenyl-pent-1-yn-3-ol 
• 78-84-2 isobutyraldehyde 
• 536-74-3 phenylacetylene 
• 590-86-3 isovaleraldehyde 
• 123-62-6 propionic acid anhydride 

Downstream Products

• 1428338-02-6 C₁₆H₂₀O 
• 1428338-03-7 C₁₇H₂₂O 
• 1428338-04-8 C₁₇H₂₂O 
• 1428338-05-9 C₁₉H₂₄O 
• 1428338-09-3 C₂₁H₂₁BrO 
• 1428337-97-6 C₁₆H₂₀O 
• 1428338-10-6 C₂₁H₂₂O₃ 
• 1428337-99-8 C₂₁H₂₂O 
• 1428338-00-4 C₂₃H₂₆O₂ 
• 1428338-11-7 C₂₃H₂₈O₃ 
• 1428338-01-5 C₁₆H₂₀O 
• 1428337-73-8 C₁₆H₂₀O 
• 1428337-76-1 C₂₃H₂₆O₂ 
• 1428337-77-2 C₁₆H₂₀O 

Relevant academic research and scientific papers

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

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

Iridium-Catalyzed Asymmetric Transfer Hydrogenation of Alkynyl Ketones Using Sodium Formate and Ethanol as Hydrogen Sources

A green and efficient iridium-catalyzed asymmetric transfer hydrogenation of alkynyl ketones to chiral propargylic alcohols has been developed. By using sodium formate and ethanol as hydrogen sources, a series of alkynyl ketones were hydrogenated by chira

Synthesis of quinazoline based chiral ligands and application in the enantioselective addition of phenylacetylene to aldehydes

Five novel 4-phenylquinazolinols were synthesised in three steps. Their application as ligands in the titanium tetraisopropoxide promoted catalytic enantioselective addition of phenylacetylene to a variety of aldehydes gave propargylic alcohols. Under the

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

Camphor-based Schiff base ligand SBAIB: An enantioselective catalyst for addition of phenylacetylene to aldehydes

A series of Schiff base ligands were synthesized from (1R)-camphor. Under the optimal conditions, (+)-SBAIB-a, 10 was found to be an excellent catalyst for the enantioselective addition of phenylacetylene to various aldehydes without utilizing either achiral additives or Ti(OiPr)4. This approach yielded (R)-propargylic alcohols in extremely high yields (up to 99%) and excellent enantioselectivities (up to 92%). The corresponding (S)-propargylic alcohols were synthesized in good to high enantioselectivities (up to 91%) and excellent yields (up to 99%) using (-)-SBAIB-a, 41.

Mild and expedient asymmetric reductions of α,β-unsaturated alkenyl and alkynyl ketones by TarB-NO2 and mechanistic investigations of ketone reduction

A facile and mild reduction procedure is reported for the preparation of chiral allylic and propargyl alcohols in high enantiomeric purity. Under optimized conditions, alkynyl and alkenyl ketones were reduced by TarB-NO 2 and NaBH4 at 25 °C in 1 h to produce chiral propargyl and allylic alcohols with enantiomeric excesses and yields up to 99%. In the case of α,β-unsaturated alkenyl ketones, α-substituted cycloalkenones were reduced with up to 99% ee, while more substituted and acyclic derivatives exhibited lower induction. For α,β-ynones, it was found that highly branched aliphatic ynones were reduced with optimal induction up to 90% ee, while reduction of aromatic and linear aliphatic derivatives resulted in more modest enantioselectivity. Using the (l)-TarB-NO2 reagent derived from (l)-tartaric acid, we routinely obtained highly enantioenriched chiral allylic and propargyl alcohols with (R) configuration. Since previous models and a reduction of a saturated analogue predicted propargyl products of (S) configuration, a series of new mechanistic studies were conducted to determine the likely orientation of aromatic, alkenyl, and alkynyl ketones in the transition state.

Highly enantioselective zinc/amino alcohol-catalyzed alkynylation of aldehydes

A highly enantioselective and practical alkynylation of aldehydes catalyzed by a cyclopropane-based amino alcohol zinc catalytic system was reported. The results show that in the absence of dimethoxypolyethylene glycol (DiMPEG), 10 mol% of amino alcohol l

Chiral macrocycle-catalyzed highly enantioselective phenylacetylene addition to aliphatic and vinyl aldehydes

(Chemical Equation Presented) The 1,1′-binaphthyl macrocycle (S)-2 is found to be an excellent catalyst for the alkyne addition to aldehydes. In the presence of (S)-2 (20 mol %) and Me2Zn (2 equiv) in THF at room temperature, the addition of ph

Kinetic resolution of propargylic alcohols catalyzed by benzotetramisole

(Chemical Equation Presented) Kinetic resolution of variously substituted secondary propargylic alcohols catalyzed by benzotetramisole (BTM) proceeds with selectivity factors up to 32, the highest ever achieved with nonenzymatic catalysts for this class o