113237-58-4

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 123-72-8 butyraldehyde 
• 154581-93-8 (Z)-2-Trimethylsilanyl-1-trimethylsilanyloxy-but-1-ene 
• 18812-51-6 diethyl propylphosphonate 
• 6780-49-0 ethyl N-phenylformimidate 
• 65768-10-7 p-methylbenzaldehyde di-n-butyl acetal 
• 1300662-39-8 (E)-2-Ethyl-3-(4-methylphenyl)-2-propen-1-ol 

Downstream Products

• 1228457-59-7 C₁₉H₂₉NOSi 
• 1300662-39-8 (E)-2-Ethyl-3-(4-methylphenyl)-2-propen-1-ol 

Relevant academic research and scientific papers

ODORANTS WITH ANISIC NOTES

The present invention concerns the use as perfuming ingredients of para-substituted derivatives of α-methyl cinnamic alcohol of formula (I) in the form of any one of its stereoisomers or a mixture thereof, and wherein R represents a hydrogen atom, a Csub

An organocatalytic asymmetric nazarov cyclization

An organocatalytic asymmetric Nazarov cyclization of diketoesters that proceeds by means of a dual activation mechanism has been developed. Screening of a number of catalysts led to a new thiourea that incorporates a primary amino group. The method gives rise to cyclic products with two adjacent quaternary asymmetric carbon atoms, one of which is an all-carbon stereocenter, with complete or nearly complete diastereoselectivity and in high or very high enantiomeric excess. A brief and very convenient synthesis of the acyclic diketoester starting materials through nucleophilic addition to a ketene is also described.

Synthesis of substituted hexa-3,5-dienoic acid methyl esters from conjugated dienones

Substituted hexa-3,5-dienoic acid methyl esters (2) were conveniently prepared in one step by 1,2-carbonyl transposition of the corresponding dienones (1) using lead(IV) acetate and boron trifluoride-diethyl ether in benzene at room temperature.

A new route to α,β-unsaturated aldehydes using the condensation of trimethylsilyl β-trimethylsilyl enol ethers with aldehydes

β-Trimethylsilyl enol ethers 1 (Z) obtained from β-bromoenolethers 2 were condensed with aliphatic and aromatic aldehydes in the presence of a catalytic quantity of trimethylsilyl triflate leading to ethylenic aldehydes 3 (E) with good yields (79-90%).

PHOSPHONATES α-LITHIES AGENTS DE TRANSFERT FONCTIONNEL. PREPARATION D'ALDEHYDES α,β-INSATURES α-SUBSTITUES.

Condensation of α-lithioalkylphosphonates with ethoxymethyleneaniline leads to lithiated enaminoalkylphosphonates directly convertible on reaction with aldehydes into α,β-unsaturated α-substituted aldehydes.

Action of Lewis Acids on Aromatic Acetals

Acetals of the type X.C6H4CH(OR)2, where R = Et, n-Bu and isoamyl, and X = H and CH3, react with antimony perchloride and ferric chloride in anhydrous 1,2-dichloroethane to give benzyl alkyl ether, alkyl benzoate, benzyl ester, α,β-unsaturated aldehyde, benzaldehyde and a small quantity of benzyl alcohol. p-Nitrobenzaldehyde di-n-butyl acetal gave only p-nitrobenzaldehyde and a trace of p-nitrobenzyl alcohol.The mechanism of the formation of benzyl alkyl ether is explained by a hydride ion transfer and that of α,β-unsaturated aldehyde by an aldol type of condensation.The aliphatic and aromatic aldehydes produced in the reaction could undergo Tischenko reaction in the presence of antimony or iron alkoxides to give the esters.