104662-02-4

Upstream product

• 2579-22-8 Phenylpropargyl aldehyde 
• 557-20-0 diethylzinc 
• 19307-74-5 1-phenyl-pent-1-yn-3-one 
• 104661-99-6 (2R,4R)-4-((R)-1-Ethyl-3-phenyl-prop-2-ynyloxy)-pentan-2-ol 
• 136121-38-5 (3S)-2-Chloro-1-phenyl-1-penten-3-ol 
• 123-38-6 propionaldehyde 
• 536-74-3 phenylacetylene 
• 27975-78-6 1-phenyl-1-pentyn-3-ol 
• 123-62-6 propionic acid anhydride 
• 116386-53-9 (-)-1-Chloroethyl-2-phenylethyl p-tolyl sulfoxide 
• 136121-37-4 (2R,3S,R^s)-2-Chloro-1-phenyl-2-(p-tolylsulfinyl)-3-pentanol 
• 104661-95-2 (4R,6R)-2-Ethyl-4,6-dimethyl-2-phenylethynyl-[1,3]dioxane 
• 136121-38-5 (3R)-2-Chloro-1-phenyl-1-penten-3-ol 
• 166734-94-7 (-)-(2S,3R)-2-methyl-3-(phenylethynyl)oxirane 

Downstream Products

• 1415755-24-6 (S,Z)-α-(1-(2′-benzothienyl)benzylidene)-β-ethyl-β-lactone 
• 1415755-23-5 (S,Z)-α-(1-(2′-thienyl)benzylidene)-β-ethyl-β-lactone 
• 1415755-20-2 (S,E)-α-(1-hexylbenzylidene)-β-ethyl-β-lactone 
• 1415755-19-9 (S,E)-α-(1-butylbenzylidene)-β-ethyl-β-lactone 
• 1415755-25-7 (S,E)-α-(1-cyclopropylbenzylidene)-β-ethyl-β-lactone 
• 1415755-16-6 (S)-α-(1(E)-(pent-1′(E)-enyl)benzylidene)-β-ethyl-β-lactone 
• 1415755-15-5 (S,Z)-α-(1-(4′-methoxylphenyl)benzylidene)-β-ethyl-β-lactone 
• 1415755-06-4 (S,Z)-α-(1-chlorobenzylidene)-β-ethyl-β-lactone 
• 1745-16-0 5-phenylpent-2-ene 
• 105836-17-7 (R)-1-phenyl-3-pentanol 

Relevant academic research and scientific papers

Highly Enantioselective Additions of Diethylzinc to Aldehydes Using 2-Triflamido-methyl-2′-hydroxy-1 ,1′-binaphthyl

(Equation presented) A new N-triflated amino alcohol-titanium catalyst was designed for the asymmetric ethylation of aldehydes. This binaphthyl-based sulfonamido alcohol ligand shows uniformly high yield and enantioselectivity in the diethylzinc additions

Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation of Propargylic Ketones

The asymmetric transfer hydrogenation of α,β-propargyl ketones catalyzed by an in situ formed ruthenium-hydroxyamide complex was explored. The acetylenic alcohols were isolated in good to excellent yields with excellent ee values (typically >90 %) after s

Enantioselective dialkylzinc addition to aldehydes catalyzed by chiral Zn(II)-BINOLates bearing phosphonates and phosphoramides in the 3,3′-positions

Highly enantioselective dialkylzinc addition to a series of aldehydes was developed based on chiral Zn(II)-BINOLate catalysts bearing phosphonates [P(=O)(OR)2] and phosphoramides [P(=O)(NMe2)2] at the 3,3′-positions. The reactions proceeded smoothly and showed reductions in the amounts of both catalysts and dialkylzinc reagents to be loaded. Georg Thieme Verlag Stuttgart.

Asymmetric addition of phenylacetylene to aldehydes catalyzed by soluble optically active polybinaphthols ligand

A chiral polymer ligand was synthesized by the polymerization of (S)-5,5′-dibromo-6,6′-dibutyl-2,2′-binaphthol (S-M-1) with (S)-2,2′-bishexyloxy-1,1′-binaphthyl-6,6′-boronic acid (S-M-2) via Pd-catalyzed Suzuki reaction. The application of the chiral poly

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

Use of the 2-Pyridinesulfonyloxy Leaving Group for the Fast Copper-Catalyzed Coupling Reaction at Secondary Alkyl Carbons with Grignard Reagents

Investigation of the copper-catalyzed coupling reaction of 2-pyridinesulfonates with Grignard reagents revealed that reactions with catalytic Cu(OTf)2 were completed in 40 min. The results differed from those of the previous CuI-catalyzed reactions of tosylates in the presence of additives (LiOMe and TMEDA) for 12-24 h. It was shown that the preferred coordination of the leaving group to the reagents accelerated the reaction. Successful reagents were MeMgCl and other RMgX. Complete inversion was established.

Axially chiral tridentate isoquinoline derived ligands for diethylzinc addition to aldehydes

The synthesis and resolution of new tridentate isoquinoline-derived ligands has been developed. The key steps in the synthetic sequence include successive, chemo-selective Suzuki-Miyaura cross-couplings of 1,3-dichloroisoquinoline with suitable arylboronic acids. The new ligands prepared in this manner were resolved either via molecular complexation with N-benzylcinchonidinium chloride as with 1-[3-(2-hydroxyphenyl)isoquinolin-1-yl]naphthalen-2-ol or via chromatographic separation of its epimeric camphorsulfonates as for 1,3-bis-(2-hydroxynaphthalen-1-yl)isoquinoline. 4-tert-Butyl-2-chloro-6-[1-(2-hydroxymethylnaphthalen-1-yl)isoquinolin-3-yl]phenol was resolved by chiral semi-preparative HPLC. The application of these ligands in the diethylzinc addition to aldehydes was investigated. In certain cases, the desired secondary alcohols were obtained in high yield with excellent enantiomeric excess (ee > 99%) at low catalyst loading (1 mol%).

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

Utilization of whole cell mediated deracemization in a chemoenzymatic synthesis of enantiomerically enriched polycyclic chromeno[4,3-b] pyrrolidines

Various aryl and alkyl substituted optically pure propargyl alcohols were obtained with excellent ee (up to >99%) and isolated yields (up to 87%) by deracemization using whole cells of Candida parapsilosis ATCC 7330. The whole cells show substrate specificity towards alkyl substituted propargyl alcohols and a switch in the enantioselectivity has been observed from 'R' to 'S' upon increasing the chain length. For the first time, enantiopure (R)-4-(3-hydroxybut-1-ynyl)benzonitrile, (R)-4-(biphenyl-4-yl)but-3-yn-2-ol, (S)-ethyl 3-hydroxy-5-phenylpent-4-ynoate and (S)-4-phenylbut-3-yne-1,2-diol were obtained using this strategy. Optically pure propargyl alcohol thus obtained was used as a chiral starting material in the synthesis of enantiomerically enriched poly-substituted pyrrolidines and a pyrrole derivative successfully demonstrating a chemoenzymatic route. This journal is