54962-99-1

Upstream product

• 5848-60-2 cinnamyl(phenyl)sulfide 
• 300-57-2 allylbenzene 

Downstream Products

• 68060-17-3 3-phenyl-1,5-heptadiene 
• 79802-03-2 4-tert-Butyl-1-((E)-3-phenyl-allyl)-cyclohexanol 
• 79802-04-3 4-tert-Butyl-1-((E)-3-phenyl-allyl)-cyclohexanol 
• 79802-01-0 4-tert-Butyl-1-(1-phenyl-allyl)-cyclohexanol 
• 79802-02-1 4-tert-Butyl-1-(1-phenyl-allyl)-cyclohexanol 
• 351020-99-0 bis(2-(dimethylamino)indenyl)Ti(CH(C₆H₅)CH(CH(CH₃)2)CH₂) 
• 74120-63-1 (E)-1,4-diphenyl-1,5-hexadiene 
• 107847-58-5 1,2-bis(2,2-dimethylcyclopentyl)ethane 
• 107847-57-4 [(E)-4-(2,2-Dimethyl-cyclopentyl)-but-1-enyl]-benzene 
• 106175-45-5 (2,2-Dimethyl-1-vinyl-hept-6-enyl)-benzene 
• 107847-50-7 6,6,7,7-tetramethyldodecane 
• 107847-48-3 (2,2-Dimethyl-1-vinyl-heptyl)-benzene 
• 107847-49-4 ((E)-4,4-Dimethyl-non-1-enyl)-benzene 
• 1560-09-4 (Z)-but-1-en-1-ylbenzene 

Relevant academic research and scientific papers

Reductive lithiation of alkyl phenyl sulfides in diethyl ether. A ready access to α,α-dialkylbenzyllithiums

Diethyl ether is a convenient solvent for the conversion of benzylic phenyl sulfides to the corresponding organolithiums by an uncatalyzed reductive metalation, while catalysis by naphthalene is required to achieve the same reaction for alkyl phenyl sulfides. The addition of magnesium 2-ethoxyethoxide to solutions of unstable alkyllithiums prepared in this way provides storable reagents.

Study of the regioselectivity and diastereoselectivity in the addition of 3-substituted-2-propenylmetal reagents to N,N′-di[1(S)-phenylethyl]ethanediimine

The additions of 3-aryl-2-propenyllithium and -zinc reagents to N,N′-di[1(S)-phenylethyl]ethanediimine in THF occurred by α and γ-addition, affording 4,5-diamino-1,7-dienes with linear and branched allylic substituents, respectively. 3-Phenoxy- and 3-alkoxy-2-propenyllithiums reacted with lack of regioselectivity, whereas the corresponding zinc reagents exclusively followed the γ-addition pathway. The (S)-configuration of the auxiliaries induced the preferential attack to the Re face of the azomethine groups. In the γ-addition route, four new stereocentres were formed and the simple (syn/anti) diastereoselectivity was dependent on the alkene geometry in the allylmetal reagents. C2-symmetric compounds with syn-syn-syn or anti-syn-anti relative stereochemistry were prevalently obtained. In contrast, when 3-ethoxy-2-propenylzinc chloride was prepared by transmetallation of the corresponding titanium reagent, a C1-symmetric compound (anti-syn-syn) was mainly formed.

Reaction of Phenyl-Substituted Allyllithiums with tert-Alkyl Bromides. Remarkable Difference in the Alkylation Regiochemistry between a Polar Process and the One Involving Single-Electron Transfer

The reaction of phenyl-substituted allyllithiums 1a-h with tert-alkyl bromides was investigated systematically.The alkylation regiochemistry was influenced in a complicated fashion by various factors including substituent effects, both steric and electronic, solvents, and the presence of strongly coordinating additives, tetramethylethylenediamine and hexamethylphosphoramide.On the basis of the cyclizable probe experiments, the observed regiochemistry was interpreted as follows. (a) The reaction proceeds by two alternative pathways, a polar one and single electron transfer (SET), the extent of each path being influenced by the variable factors and (b) a polar pathway favors coupling at the phenyl-substituted site (C-1), while in the case of SET the C-C bond formation occurs predominantly at the site far from the phenyl substituent (C-3).