82416-33-9

Upstream product

• 75-30-9 2-iodo-propane 
• 34713-70-7 2-Phenylpropanal 
• 78-84-2 isobutyraldehyde 
• 252031-74-6 tert-butyl 1-phenylethyl carbonate 
• 108-86-1 bromobenzene 
• 691-38-3 (Z)-4-methyl-2-pentene 
• 75-29-6 isopropyl chloride 
• 98-85-1 1-Phenylethanol 
• 20474-49-1 2-methyl-4-phenyl-3-pentanone 
• 138858-05-6 C₈H₁₆MgO₂ 
• 920-39-8 isopropylmagnesium bromide 
• 78-83-1 2-methyl-propan-1-ol 
• 100-41-4 ethylbenzene 
• 75-26-3 isopropyl bromide 

Downstream Products

• 75724-25-3 cyclohexyl-4 methyl-2 pentanol-3 
• 75724-25-3 cyclohexyl-4 methyl-2 pentanol-3 
• 41478-30-2 β-2-phenyl-3,4-dimethylpentan-3-ol 
• 41478-30-2 α-2-phenyl-3,4-dimethylpentan-3-ol 
• 1502-75-6 (3R*,4S*)-3-Hydroxy-2-methyl-4-phenylpentane 
• 1502-75-6 (3R*,4R*)-4-Hydroxy-2-methyl-4-phenylpentane 
• 70303-14-9 α-2,3-diphenyl-4-methylpentan-3-ol 
• 70303-14-9 β-2,3-diphenyl-4-methylpentan-3-ol 
• 91552-86-2 3-Amino-2-methyl-4-phenyl-pentan 
• 91552-73-7 2-Amino-2-methyl-4-phenyl-pentan 
• 20474-49-1 2-methyl-4-phenyl-3-pentanone 

Relevant academic research and scientific papers

Nickel-Catalyzed Stereoselective Arylboration of Unactivated Alkenes

A Ni-catalyzed method for arylboration is disclosed. The method allows for highly stereoselective arylboration of unactivated alkenes. The reactions utilize a simple Ni-catalyst and work with a broad range of alkenes and aryl bromides. The products represent useful intermediates for chemical synthesis due to the versatility of the C-B bond. Preliminary mechanistic details of the method are also disclosed.

Generation of allylic and benzylic organolithium reagents from the corresponding ester, amide, carbonate, carbamate and urea derivatives

The reaction of different allylic and benzylic non-enolisable esters or amides (1), carbonates (4), carbamates (6, 7) and ureas (8) with an excess of lithium powder and a catalytic amount of naphthalene (10%) in the presence of an electrophile [(i)PrCHO, (t)BuCHO, PhCHO, Me2CO, Et2CO, (CH2)5CO, Ph2CO, Me3SiCl] in THF at different temperatures (-78, -30 or 0°C) leads, after hydrolysis with water to the corresponding allylated or benzylated products (2).

Direct Transformation of Allylic and Benzylic Alcohols or Their Silylated Derivatives into Orgnolithium Compounds

The reaction of allylic or benzylic alcohols 1 with n-butyllithium followed by treatment with lithium powder and a catalytic amount of DTBB (5 mol percent) in THF at room temperature gives a solution of the corresponding alkyllithium reagent, which reacts in situ with different electrophiles to yield the expected products 2.Alternatively, the O-silylated derivatives of the same alcohols are lithiated under Barbier-type reaction conditions to afford the same reaction products with better yields.

PHOTOSUBSTITUTION OF BENZYL HYDROGENS WITH ALCOHOLIC MOIETIES. SELECTIVE FORMATION OF ALKYLBENZENE CARBINOLS

Irradiations of alkylbenzene compounds with various alcohols in an air atmosphere, resulted in substitution of the benzyl hydrogens with alcoholic moieties in a very selective mode.

Stereoselectivity in the Condensation Reactions of 1-Phenylethyl Alkyl and Phenyl Ketones with Organometallic Reagents

Stereochemical results of the condensation reactions of a series of ketones, PhCHMeCOR (R= Me, Et, Pri, But, Ph), with various organomagnesium and organolithium derivatives in ethers as solvents are reported.Results are accounted for on the basis of competition between two transition states which may adopt either Karabatsos- or Felkin-type conformations according to the nature of R, the reagent nucleophilicity, and the polarity of solvent.Polar and steric analysis of this reaction allows highly stereoselective syntheses of diastereoisomeric α-phenylalkanols to be devised.

ORGANOMETALLIC CHEMISTRY UNDER HIGH PRESSURE: TRIALKYLTIN HYDRIDE ADDITION TO UNSATURATED SYSTEMS

The influence of high pressure (10-14 kbars) on the reaction of tin hydrides with alkenes and ketones has been investigated and a marked increase of yields generally was observed.For cyclopropyl- and cyclobutyl-alkenes, adducts were formed with retention of the rings.The stereochemical outcomes of the reaction were modified.

A New Synthesis of 3,4-Dialkylisocoumarins

3,4-Dimethylisochroman (Va) and 3-isopropyl-4-methylisochroman (Vb) on oxidation furnish 3,4-dimethyl-(VIa)- and 3-isopropyl-4-methyl-(VIb)-3,4-dihydroisocoumarins which on treatment with N-bromosuccinimide furnish 3,4-dimethylisocoumarin (VIIa) and 3-iso