84369-87-9

Upstream product

• 31554-48-0 3-(bromomethyl)-2,5-dihydrothiophene 1,1-dioxide 
• 930-69-8 sodium thiophenolate 
• 23691-13-6 2-(bromomethyl)buta-1,3-diene 
• 86558-41-0 3-chloro-2-chloromethyl-4-(4-chlorophenoxy)-1-butene 
• 58876-96-3 1-chloro-4-[(3-methylbut-2-enyl)oxy]benzene 
• 156603-26-8 3-(chloromethyl)-2-tosyl-1-(trimethylsilyl)-3-butene 
• 86558-43-2 3-chloro-4-(4-chlorophenoxy)-2-(phenylthiomethyl)-1-butene 

Downstream Products

• 84369-88-0 C₂₀H₂₄O₂S 
• 149916-78-9 5-Methyl-1-(1-nitro-4-phenylsulfanylmethyl-cyclohex-3-enyl)-hex-4-en-1-ol 

Relevant academic research and scientific papers

A General Method for the Synthesis of 2-Alkyl Substituted 1,3-Dienes Starting from 2-(Chloromethyl)-3-tosylpropene

The alkylation of the monolithium derivative 5 of 2-(chloromethyl)-3-tosylpropene (1) with bromo- or iodo-methyltrimethylsilane affords the β-silyl sulfone 7, which after nucleophilic substitution of the chlorine atom followed by β-elimination of tosyltrimethylsilane, promoted by tetrabutylammonium fluoride (TBAF), gives 2-substituted conjugated dienes 6 and the outer-ring diene 14.Racemic ipsenol (10b), an aggregation pheromone of the bark beetle Ips paraconfusus Lanier, is prepared.

2-(Chloromethyl)-3-tosylpropene as useful reagent for the general synthesis of functionalized 2-substituted 1,3-dienes. Application to the synthesis of (±)-ipsenol

The reaction of the monolithium derivative of 2-(chloromethyl)-3-tosylpropene (2) with bromomethyltrimethylsilane affords the β-silyl sulfone 7, which after nucleophilic substitution followed by fluoride induced β-elimination of tosyltrimethylsilane gives 2-substituted conjugated dienes 1. When compound 7 reacts first with zinc in the presence of isovaleraldehyde and then with tetrabutylammonium fluoride racemic ipsenol (10), an aggregation pheromone of the bark beetle Ips paraconfusus Lanier, is prepared.

A New Approach to the Formal Synthesis of (+/-)-α-Cedrene

A tandem radical cyclization, which proceeds via an addition/elimination mechanism, has been applied to the synthesis of norcedrenone 7, a precursor for the synthesis of (+/-)-α-cedrene 8.

3-Chloro-2-chloromethyl-4-(4-chlorophenoxy)-1-butene as a Functionalized Isoprene Unit. An Electrochemical Preparation and Some Reactions

3-Chloro-2-chloromethyl-4-(4-chlorophenoxy)-1-butene (1) was prepared in 72percent yield by electrooxidative double ene-type chlorination of 1-(4-chlorophenoxy)-3-methyl-2-butene.The electrolysis was conducted at room temperature in a two layer solvent sy

Stereoselective Synthesis of Racemic Trichodiene

Lewis acid induced combination of 2--1,3-butadiene (8) and the α-methylene lactone 4 stereoselectively yields the adduct 9 which was converted into the sesquiterpene hydrocarbon trichodiene (1).