21232-36-0

Upstream product

• 462-80-6 benzyne 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 1749-19-5 phenyl(1-phenylethylidene)amine 
• 591-50-4 iodobenzene 
• 917-64-6 methyl magnesium iodide 
• 538-51-2 benzylidene phenylamine 
• 917-54-4 methyllithium 
• 1750-36-3 (E)-N-benzylidenebenzenamine 
• 1003-03-8 Cyclopentamine 
• 291545-04-5 (2-bromophenyl)-(S)-α-methylbenzylamine 
• 583-53-9 2,3-dibromobenzene 
• 100-42-5 styrene 
• 62-53-3 aniline 
• 75-24-1 trimethylaluminum 

Downstream Products

• 779-54-4 phenyl(1-phenylethyl)amine 
• 880647-66-5 C₁₄H₁₄N₂O 
• 880647-68-7 N-phenyl-N-(1-phenyl-ethyl)-hydrazine 
• 1130682-03-9 C₁₈H₁₉NO₃ 
• 1296207-58-3 4''-methoxyphenyl (3S,αR)-3-[N-phenyl-N-(α-methylbenzyl)amino]-3-(3'-fluorophenyl)propanoate 
• 1296207-60-7 4''-methoxyphenyl (3S,αR)-3-[N-phenyl-N-(α-methylbenzyl)amino]-3-(3'-pyridyl)propanoate 
• 1296207-61-8 4''-methoxyphenyl (3S,αR)-3-[N-phenyl-N-(α-methylbenzyl)amino]-3-(3'-furyl)propanoate 
• 1296207-62-9 4'-methoxyphenyl (R,R)-3-[N-phenyl-N-(α-methylbenzyl)amino]octanoate 
• 1296207-63-0 4'-methoxyphenyl (R,R)-3-[N-phenyl-N-(α-methylbenzyl)amino]-5-methylhexanoate 
• 1296207-64-1 4'-methoxyphenyl (R,R)-3-[N-phenyl-N-(α-methylbenzyl)amino]-5-phenylpentanoate 
• 1296207-46-9 4'-methoxyphenyl (R,R)-3-[N-phenyl-N-(α-methylbenzyl)amino]butanoate 
• 1296207-44-7 methyl (R,R)-3-[N-phenyl-N-(α-methylbenzyl)amino]butanoate 

Relevant academic research and scientific papers

Exploiting the Catalytic Diversity of Short-Chain Dehydrogenases/Reductases: Versatile Enzymes from Plants with Extended Imine Substrate Scope

Numerous short-chain dehydrogenases/reductases (SDRs) have found biocatalytic applications in C=O and C=C (enone) reduction. For NADPH-dependent C=N reduction, imine reductases (IREDs) have primarily been investigated for extension of the substrate range. Here, we show that SDRs are also suitable for a broad range of imine reductions. The SDR noroxomaritidine reductase (NR) is involved in Amaryllidaceae alkaloid biosynthesis, serving as an enone reductase. We have characterized NR by using a set of typical imine substrates and established that the enzyme is active with all four tested imine compounds (up to 99 % conversion, up to 92 % ee). Remarkably, NR reduced two keto compounds as well, thus highlighting this enzyme family's versatility. Using NR as a template, we have identified an as yet unexplored SDR from the Amaryllidacea Zephyranthes treatiae with imine-reducing activity (≤95 % ee). Our results encourage the future characterization of SDR family members as a means of discovering new imine-reducing enzymes.

Chiral diphosphine ddppm-iridium complexes: Effective asymmetric imine hydrogenations at ambient pressures

Complexes of the type [Ir(ddppm)(COD)]X were prepared and tested in the asymmetric hydrogenation of a range of imine substrates. Contrary to known iridium catalysts, the ddppm complexes formed efficient catalysts under an atmospheric hydrogen pressure, wh

Iridium-catalyzed asymmetric hydrogenation of imines in supercritical carbon dioxide using phosphite-type ligands

A series of chiral phosphite-type ligands has been evaluated in the iridium-catalyzed asymmetric hydrogenation of acyclic arylimines in supercritical CO2. High reactivities (100% conversion in 50-120 min) and enantioselectivities (up to 95%) we

Br?nsted Acid Promoted Regioselective C-3 Arylation and Heteroarylation of Spiro-epoxyoxindoles for the Construction of All Carbon Quaternary Centres: A Detailed Study

An efficient strategy for the synthesis of all carbon quaternary centres has been developed via Br?nsted acid-promoted highly regioselective intermolecular Friedel–Crafts reactions of heteroarenes or arenes with spiro-epoxyoxindoles. In addition, we have successfully performed the ring opening reaction in relatively cheap condition using water as a solvent. Beneficially, we have utilized the methodology as the key step for the synthesis of advanced precursors of various natural and unnatural indole alkaloids.

Synthesis of Josiphos-type bisphospholane ligands

Bisphospholane Josiphos-type ligands were synthesized in high yields employing electrophilic and nucleophilic phospholane synthons. Full characterization data including solid-state structures of the diastereomeric ligands are reported. These ligands resul

Chiral carbene-borane adducts: Precursors for borenium catalysts for asymmetric FLP hydrogenations

The carbene derived from (1R,3S)-camphoric acid was used to prepare the borane adduct with Piers' borane 7. Subsequent hydride abstraction gave the borenium cation 8. Adducts with 9-BBN and the corresponding (1R,3S)-camphoric acid-derived carbene bearing increasingly sterically demanding N-substituents (R = Me 9, Et 10, i-Pr 11) and the corresponding borenium cations 12-14 were also prepared. These cations were not active as catalysts in hydrogenation, although 9-11 were shown to undergo carbene ring expansion reactions at 50 °C to give species 15-17. The IBOX-carbene precursors 18 and 19 derived from amino alcohols (S)-valinol and (S)-tert-leucinol (R = i-Pr, t-Bu) were used to prepare borane adducts 20-23. Reaction of the carbenes 1,3-dimethylimidazol-2-ylidene (IMe), 1,3-di-iso-propylimidazol-2-ylidene (IPr) 1-benzyl-3-methylimidazol-2-ylidene (IBnMe), 1-methyl-3-phenylimidazol-2-ylidene (IPhMe) and 1-tert-butyl-3-methylimidazol-2-ylidene (ItBuMe) with diisopinocampheylborane (Ipc2BH) gave chiral adducts: (IMe)(Ipc2BH) 24, (IPr)(Ipc2BH) 25, (IBnMe)(Ipc2BH) 26, (IPhMe)(Ipc2BH) 27, and (ItBuMe)(Ipc2BH) 28. Triazolylidene-type adducts including the (10)-phenyl-9-borabicyclo [3.3.2]decane adduct of 1,3,4-triphenyl-1H-1,2,3-triazolium, rac-29 and the 9-BBN derivative of (S)-2-amino-2′-methoxy-1,1′-binaphthalene-1,2,3-triazolium 34a/b were also prepared. In catalytic studies of these systems, while several species were competent catalysts for imine reduction, in general, low enantioselectivities, ranging from 1-20% ee, were obtained. The implications for chiral borenium cation catalyst design are considered.

Tetrathiafulvalene-oxazoline ligands in the iridium catalyzed enantioselective hydrogenation of arylimines

Cationic iridium complexes based on enantiomerically pure tetrathiafulvalene-oxazoline ligands have been used in the asymmetric hydrogenation of N-(phenylethylidene)aniline. Complete conversions with ee's up to 68% could be reached in the case of the TTF-

Iridium-catalyzed asymmetric reductive amination of ketones using an amidophosphite ligand

A direct iridium-catalyzed asymmetric reductive amination of ketones using an amidophosphite ligand was accomplished for the first time. A new one-step approach to the preparation of biologically active pyrazinocarbazoles was developed.

Dicationic [(BINAP)Pd(solvent)2]2+[TfO-]2: Enantioselective hydroamination catalyst for alkenoyl-N-oxazolidinones

Dicationic (BINAP)palladium(II) complex induced high enantioselectiviies in the addition of primary (and secondary) aromatic amines to α, β-unsaturated oxazolidinones (up to 93% ee).

Enantioselective hydrogenation of imines in ionic liquid/carbon dioxide media

The enantioselective hydrogenation of N-(1-phenylethylidene)aniline using cationic iridium complexes with chiral phosphinooxazoline ligands was studied as a chemical probe to assess the potential of ionic liquid/carbon dioxide (IL/CO2) media fo