58812-72-9

Upstream product

• 71821-99-3 2,2-dimethyl-1-(p-tolyl)pentane-1,4-dione 
• 58812-71-8 2-(1-Ethoxy-ethoxy)-3,3-dimethyl-5-oxo-2-p-tolyl-hexanenitrile 
• 1866-39-3 trans-p-methylcinnamic acid 
• 73839-45-9 (E)-trimethyl[2-(4-methylphenyl)ethenyl]silane 
• 106-38-7 para-bromotoluene 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 50390-51-7 4'-methylisobutyrophenone 
• 619-55-6 para-methylbenzamide 
• 52916-86-6 2,3-dibromo-3-p-tolyl-propionic acid 
• 73839-44-8 (Z)-1-[2-bromovinyl]-4-methylbenzene 
• 147251-06-7 4,4-dimethyl-5-(p-tolyl)hex-5-en-2-one 
• 171731-07-0 4,5-dimethyl-4-(p-tolyl)hex-5-en-2-one 
• 122-00-9 para-methylacetophenone 
• 1021942-52-8 (Z)-3-bromo-3-(p-tolyl)acrylaldehyde 

Downstream Products

• 25090-79-3 3,4,4-trimethyl-3-(4-methylphenyl)cyclopentanone 
• 58812-73-0 4,4-dimethyl-3-p-tolyl-cyclopent-2-enol 
• 332035-53-7 (2R,3R)-8,8-dimethyl-2,3-diphenyl-7-p-tolyl-1,4-dioxaspiro[4.4]non-6-ene 
• 58812-74-1 4,4-Dimethyl-5-p-tolyl-bicyclo[3.1.0]hexan-2-one 
• 936723-38-5 (+)-(1R,5R)-4,4-dimethyl-5-p-tolyl-bicyclo[3.1.0]hexan-2-one 
• 332035-55-9 (1S,5S)-4,4-dimethyl-5-p-tolylbicyclo[3.1.0]hexan-2-one 

Relevant academic research and scientific papers

A unified approach to sesquiterpenes sharing trimethyl(p-tolyl) cyclopentanes: Formal total synthesis of (±)-laurokamurene B

A unified approach to the sesquiterpenoids sharing common trimethyl(p-tolyl) cyclopentane skeleton has been disclosed via a key Stork-Danheiser sequence on a cyclopentane based vinylogous ester with aryl Grignard reagent followed by α-methylation strategy

Palladium-catalyzed intramolecular oxidative heck cyclization and its application toward a synthesis of (±)-β-cuparenone derivatives supported by computational studies

A novel and efficient intramolecular oxidative cyclization of substituted homoallylic alcohols to form cyclic keto compounds under palladium-catalyzed conditions is described. The reaction has practical applications in the synthesis of sesquiterpenes. The

Novel synthetic approach toward (±)-β-cuparenone via palladium-catalyzed tandem Heck cyclization of 1-bromo-5-methyl-1-aryl-hexa-1,5- dien-3-ol derivatives

(Chemical Equation Presented) A novel and convenient synthetic route toward (±)-β-cuparenone and many other sesquiterpene natural product precursors has been developed via palladium-catalyzed tandem Heck cyclization of 1-bromo-5-methyl-1-aryl-hexa-1,5-die

Isomerization of 4-aryl-4-methylhex-5-en-2-ones to 5-aryl-4-methylhex-5-en-2-ones by an intramolecular ene-retro ene reaction sequence

Acid-catalyzed thermal rearrangement of 4-aryl-4-methylhex-5-en-2-ones (products of the Claisen rearrangement of β-methylcinnamyl alcohols and 2-methoxypropene) to isomeric 5-aryl-4-methylhex-5-en-2-ones via an intramolecular ene reaction of the enol taut

Acid-catalysed Thermal Rearrangement of γ,δ-Unsaturated Ketones

Thermal activation of γ,δ-unsaturated ketones (1, 9 and 12) in the presence of a catalytic amount of propionic acid causes a rearrangement to give new γ,δ-unsaturated ketones (2, 10 and 14) via an intramolecular ene reaction followed by a retro-ene reacti

Synthesis of (+/-)-β-cuparenone via 3-oxa-β-cuparenone

Grignard reaction followed by ozonolysis, or ozonolysis followed by Grignard reaction on the pentanoate 8, generates the diol 9.Cyclodehydration of 9 leads to the 3-oxacuparene (6), whereas PCC oxidation furnishes the 3-oxa-β-cuparenone (7).Methanesulfoni

TOTAL SYNTHESIS OF THE SESQUITERPENE (+/-)β-CUPARENONE: USE OF THREE-CARBON ANNULATION IN SYNTHESIS

A total synthesis of β-cuparenone, which highlights the advantages and disadvantages of the three-carbon annulation process, is described.

Silanes in Organic Synthesis. 8. Preparation of Vinylsilanes from Ketones and Their Regiospecific Cyclopentenone Annulation

A general method is described for the formation of vinylsilanes from ketones.Thus, conversion to the benzene- or p-toluenesulfonylhydrazone and sequential treatment with n-butyllithium and chlorotrimethylsilane in anhydrous tetramethylethylenediamine proceeds regiospecifically to afford the less substituted vinylsilane (in unsymmetrical cases).Friedel-Crafts acylation with acryloyl chlorides and aluminium chloride and subsequent Nazarov cyclization with Lewis acid catalysis results in cyclopentenone annulation.Numerous examples that reveal the scope of this processare described.Due to accompanying polymerization, annulation with acryloyl chloride itself is least efficient.This complication can, however, be averted through use of β-chloropropionyl chloride and dehydrochlorination with 1,5-diazabicycloundec-5-ene prior to ring closure.