137097-70-2

Upstream product

• 4079-52-1 methoxymethyl phenyl ketone 
• 106-95-6 allyl bromide 
• 137097-95-1 2-Methoxy-non-1-en-3-one 
• 67-56-1 methanol 
• 35466-83-2 allyl methyl carbonate 
• 3282-32-4 2-diazo-acetophenone 

Downstream Products

• 146430-33-3 3-methoxy-4-oxo-4-phenylbutanal 

Relevant academic research and scientific papers

Aldol-Tishchenko Reaction of α-Oxy Ketones: Diastereoselective Synthesis of 1,2,3-Triol Derivatives

α-Oxy ketones, easily accessible by conventional routes, can be selectively deprotonated generating an enolate intermediate, which upon treatment with paraformaldehyde undergoes an aldol-Tishchenko reaction, leading to relevant 1,2,3-triol fragments in a totally diastereoselective manner. The excellent stereocontrol in the generation of a quaternary stereocenter is attributed to stereoelectronic effects in the Evans intermediate. This methodology allows overcoming some limitations of our previously reported strategy, based on the reaction of α-lithiobenzyl ethers with esters and paraformaldehyde, broadening the scope of the obtained polyols. Synthetic applications of this process include the preparation of a new dilignol model and some functionalized oxetanes.

1-phenyl-4-pentene-1-one derivative and synthesis method and application thereof

The invention discloses a 1-phenyl-4-pentene-1-one derivative shown in a formula (1) and a synthesis method thereof. The 1-phenyl-4-pentene-1-one derivative is obtained through one-step reaction of adiazo compound, an allyl alcohol derivative and an alkyl

Neighboring group participation in Lewis acid-promoted [3 + 4] and [3 + 5] annulations. The synthesis of oxabicyclo[3.n.1]alkan-3-ones

Lewis acids are employed as catalysts in the annulation of 1,4- and 1,5-dicarbonyl dielectrophiles with bis(trimethylsilyl) end ethers of β-diketones and β-keto esters. A variety of 2-(alkoxycarbonyl)-m-oxabicyclo[3.n.1]alkan-3-ones can be constructed by this process in which two new carbon-carbon bonds are generated. Unusually high regiocontrol is observed, and good to excellent stereochemical control can be achieved at virtually every position on the new carbocycles. Intramolecular neighboring group participation is proposed to explain the unusually high selectivities attained in the annulation reaction.

The conjugate addition of higher-order organocuprates to α-methoxyenones

The conjugate addition of higher-order organocuprates (Lipshutz reagents) at low temperature (-78° C) to α-methoxyenones (4) provides the corresponding β-substituted α-methoxy ketones (5) in 74-90% isolated yields.