38179-50-9

Upstream product

• 2190-48-9 3-chloro-3-methyl-1-butene 
• 86-29-3 Diphenylacetonitrile 
• 870-63-3 prenyl bromide 

Downstream Products

• 69169-28-4 1-amino-2,2-diphenyl-5-methylhex-4-ene 
• 171819-26-4 5-methyl-2,2-diphenylhex-4-enal 
• 126899-93-2 4,4-Diphenyl-1-methyl-2-(1-methylethyl)pyrrolidine N-oxide 
• 126899-88-5 N-(2,2-Diphenyl-5-methyl-4-hexenyl)-N-methylhydroxylamine 
• 171819-31-1 C₂₀H₂₃NO 
• 1442433-55-7 N-benzyl-5-methyl-2,2-diphenylhex-4-en-1-amine 
• 1415261-72-1 4-methyl-N-(5-methyl-2,2-diphenylhex-4-en-1-yl)benzenesulfonamide 

Relevant academic research and scientific papers

Niobium-Catalyzed Intramolecular Addition of O-H and N-H Bonds to Alkenes: A Tool for Hydrofunctionalization

A convenient, versatile, and easy to handle intramolecular hydrofunctionalization of alkenes (C-O and C-N bonds formation) is reported using a novel niobium-based catalytic system. This atom economic and eco-friendly methodology provides an additional synthetic tool for the straightforward formation of valuable building blocks enabling molecular complexity. Various pyran, furan, pyrrolidine, piperidine, lactone, and lactam derivatives as well as spirocyclic compounds are produced in high yields and selectivities.

Switchable Stereoselectivity in Bromoaminocyclization of Olefins: Using Br?nsted Acids of Anionic Chiral Cobalt(III) Complexes

Br?nsted acids of anionic chiral CoIII complexes act as bifunctional phase-transfer catalysts to shuttle the substrates across the solvent interface and control stereoselectivity. The diastereomeric chiral CoIII-templated Br?nsted ac

A new method for intramolecular chloroamination of unfunctionalized olefins

A new method for the intramolecular chloroamination of unfunctionalized olefins is reported. The reactions were carried out at room temperature for 3 h using hydrated copper(II) chloride as both promoter and chlorine source, and the corresponding vincinal haloamines were obtained in good isolated yields.

Intramolecular hydroamination of aminoalkenes by calcium and magnesium complexes: A synthetic and mechanistic study

The β-diketiminate-stabilized calcium amide complex [{ArNC(Me)CHC(Me)NAr}Ca{N(SiMe3)2}-(THF)] (Ar = 2,6-diisopropylphenyl) and magnesium methyl complex [{ArNC(Me)CHC(Me)NAr}Mg(Me) (THF)] are reported as efficient precatalysts for hydroamination/cyclization of aminoalkenes. The reactions proceeded under mild conditions, allowing the synthesis of five-, six-, and seven-membered heterocyclic compounds. Qualitative assessment of these reactions revealed that the ease of catalytic turnover increases (i) for smaller ring sizes (5 > 6 > 7), (ii) substrates that benefit from favorable Thorpe-Ingold effects, and (iii) substrates that do not possess additional substitution on the alkene entity. Prochiral substrates may undergo diastereoselective hydroamination/cyclization depending upon the position of the existing stereocenter. Furthermore, a number of minor byproducts of these reactions, arising from competitive alkene isomerization reactions, were identified. A series of stoichiometric reactions between the precatalysts and primary amines provided an important model for catalyst initiation and suggested that these reactions are facile at room temperature, with the reaction of the calcium precatalyst with benzylamine proceeding with ΔG°(298 K) = -2.7 kcal mol-1. Both external amine/amide exchange and coordinated amine/amide exchange were observed in model complexes, and the data suggest that these processes occur via low-activation-energy pathways. As a result of the formation of potentially reactive byproducts such as hexamethyldisilazane, calcium-catalyst initiation is reversible, whereas for the magnesium precatalyst, this process is nonreversible. Further stoichiometric reactions of the two precatalysts with 1-amino-2,2-diphenyl-4-pentene demonstrated that the alkene insertion step proceeds via a highly reactive transient alkylmetal intermediate that readily reacts with N-H σ bonds under catalytically relevant conditions. The results of deuterium-labeling studies are consistent with the formation of a single transient alkyl complex for both the magnesium and calcium precatalysts. Kinetic analysis of the nonreversible magnesium system revealed that the reaction rate depends directly upon catalyst concentration and inversely upon substrate concentration, suggesting that substrate-inhibited alkene insertion is rate-determining.

Reverse Cope Elimination Reactions. 1. Mechanism and Scope

N-4-Pentenyl- and N-5-hexenyl-N-methylhydroxylamine cyclized under mild conditions in a reverse Cope elimination reaction to give 1,2-dimethylpyrrolidine N-oxide and 1,2-dimethylpiperidine N-oxide, respectively.The reaction was shown to be concerted and thermodynamically controlled.The scope of this novel cyclization is discussed, and comparisons are made with the closely related and previously reported cyclization of monosubstituted alkenylhydroxylamines to give cyclic hydroxylamines.