129397-34-8

Upstream product

• 5664-21-1 cyclohexylacetaldehyde 
• 100-46-9 benzylamine 
• 931-48-6 2-cyclohexylacetylene 
• 4442-79-9 cyclohexylethan-1-ol 
• 3289-28-9 ethyl cyclohexanecarboxylate 
• 2043-61-0 cyclohexanecarbaldehyde 

Downstream Products

• 129397-38-2 (3R*,4S*)-1-benzyl-3-benzyloxy-4-cyclohexylmethyl-2-azetidinone 
• 253449-39-7 N-benzyl-2-cyclohexylethan-1-amine 

Relevant academic research and scientific papers

Half-Sandwich Ruthenium Complexes Bearing Hemilabile κ2-(C,S)?Thioether-Functionalized NHC Ligands: Application to Amide Synthesis from Alcohol and Amine

Amide synthesis is one of the most crucial transformations in chemistry and biology. Among various catalytic systems, N-heterocyclic carbene (NHC)-based ruthenium (Ru) catalyst systems have been proven to be active for direct synthesis of amides by sustainable acceptorless dehydrogenative Coupling of primary alcohols with amines. Most often, these catalytic systems usually use monodentate NHC and thus require an additional ligand to obtain high reactivity and selectivity. In this work, a series of cationic Ru(II)(η6-p-cymene) complexes with thioether-functionalized N-heterocyclic carbene ligands (imidazole and benzimidazole-based) have been prepared and fully characterized. These complexes have then been used in the amidation reaction and the most promising one (i. e. 3 c) has been applied on a large range of substrates. High conversions albeit with moderate yields have generally been obtained.

An easy-to-use, regioselective, and robust bis(amidate) titanium hydroamination precatalyst: Mechanistic and synthetic investigations toward the preparation of tetrahydroisoquinolines and benzoquinolizine alkaloids

Amidate-supported titanium amido complexes are efficient and regioselective precatalysts for intermolecular hydroamination of terminal alkynes with primary amines. The synthesis and characterization of the first his(amidate)-supported titanium-imido complex is reported. Its role as the active catalytic species is suggested in the course of product distribution studies using deuteratcd substrates. The bis(amidate)-supported prccatalysts exhibit good functional-group tolerance, even performing hydroaminations in the presence of ester and amide groups. This functional-group tolerance was exploited in the synthesis of a variety of 1-substituted tetrahydroisoquinoline alkaloids and a one-pot hydroaminative procedure for the high yielding preparation of the benzo[a]quinolizine skeleton.

Anti-Markovnikov addition of both primary and secondary amines to terminal alkynes catalyzed by the TpRh(C2H4)2/PPH 3 system

Terminal alkynes react with secondary amines in the presence of TpRh(C2H4)2/PPh3 (Tp = trispyrazolylborate) to give anti-Markovnikov E-enamines. Both Tp and PPh3 ligands are essential for the reaction. The reaction tolerates functional groups, such as ester, nitrile, and siloxy groups, on the terminal alkynes. Primary amines also add to terminal alkynes in anti-Markovnikov fashion, yielding the corresponding imines. The formation of a vinylidene-rhodium complex followed by the intermolecular nucleophilic attack by an amine nitrogen at the α-carbon atom of the vinylidene-metal intermediate may be involved in a key step in the catalytic reaction. Copyright

Anti-Markovnikov Intermolecular Hydroamination: A Bis(amidate) Titanium Precatalyst for the Preparation of Reactive Aldimines

(Matrix presented) A bulky bis-(N-2′,6′- diisopropylphenyl(phenyl)-amidate)titanium-bis(diethylamido) complex was identified as a highly active and regioselective precatalyst for the anti-Markovnikov hydroamination of a wide range of terminal alkyl alkynes with alkylamines. This titanium complex was fully characterized, including its X-ray crystal structure. The reactive aldimine products generated have been further elaborated using one-pot procedures to give substituted amines, aldehydes, and the isoquinoline framework.

A Stereoselective Synthesis of the (2R,3S)- and (2S,3R)-3-Amino-2-hydroxybutyric Acid Derivatives, the Key Components of a Renin Inhibitor and Bestatin

The title synthesis was achieved by featuring the -cycloaddition reaction of benzyloxyketene with a chiral imine derived from methyl (R)- or (S)-mandelate, alcoholysis of the formed 3,4-cis disubstituted β-lactam under acidic conditions, and reductiv

A NOVEL SYNTHESIS OF CYCLOHEXYLNORSTATINE ISOPROPYL ESTER, THE C-TERMINAL COMPONENT OF A RENIN INHIBITOR

The title compound was produced diastereoselectively in racemic and optically active forms by employing the cycloaddition reaction of an imine with benzyloxyketene followed by acidic alcoholysis of the formed 3,4-cis-disubstituted β-lactam with isopropanol.