160093-24-3

Upstream product

• 17015-49-5 (+/-)-β-(p-Methoxy-phenyl)-buttersaeure-dimethylamid 
• 123-73-9 trans-Crotonaldehyde 
• 100-66-3 methoxybenzene 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 201230-82-2 carbon monoxide 
• 1712-69-2 1-isopropenyl-4-methoxybenzene 
• 7706-82-3 (E)-ethyl 3-(4-methoxyphenyl)but-2-enoate 
• 61292-83-9 (+/-)-ethyl 3-(4-methoxyphenyl)butanoate 
• 18310-76-4 3-(4'-methoxyphenyl)butanoyl chloride 
• 6555-30-2 3-(4-methoxyphenyl)butyric acid 

Downstream Products

• 18229-88-4 2-(4-methoxyphenyl)-6-methylheptan-4-ol 

Relevant academic research and scientific papers

Pd-Catalyzed Arylation of 1,2-Amino Alcohol Derivatives via β-Carbon Elimination

Herein, we describe a Pd-catalyzed arylation of 1,2-amino alcohols with aryl halides enabled by a retroallylation manifold. This protocol constitutes a new entry point to β-arylated aldehydes via the intermediacy of in situ generated enamine intermediates. The protocol is characterized by its exquisite regioselectivity profile and broad substrate scope including challenging substrate combinations even in an enantioselective manner.

Linear Selective Hydroformylation of 2-Arylpropenes Using Water-Soluble Rh-PNP Complex: Straightforward Access to 3-Aryl-Butyraldehydes

Straightforward access to 3-aryl-butyraldehydes was developed through the aqueous biphasic Rh-catalyzed hydroformylation of 2-arylpropenes using a water-soluble PNP ligand. This protocol accommodates broad substrate scope with high yields (up to 95 %) and excellent linear selectivity (>99 : 1 b/l ratio). The synthesis of rac-ar-turmerone and the gram-scale hydroformylation further demonstrated the practical nature of this method.

Gallium-Catalyzed Scriabine Reaction

γ-Aryl enol acetates are easily obtained from diacetoxy alkenes and electron-rich arenes at room temperature using GaCl3 as catalyst. The products can then be converted into β-aryl aldehydes. This method represents the first broadly applicable catalytic version of the Scriabine reaction. DFT computations shed light on the mechanism of this transformation.

Osmium-Promoted Electrophilic Substitution of Anisoles: A Versatile New Method for the Incorporation of Carbon Substituents

A structurally and electronically diverse set of anisoles are dihapto-coordinated to the π-base pentaammineosmium(II) and treated with a variety of carbon electrophiles (e.g. Michael acceptors, acetals) After deprotonation of a 4H-anisolium intermediate with a tertiary amine base, C(4)-substituted anisole complexes are isolated. The functionalized arenes are removed from the metal center either by mild heating or treatment with an oxidant (e.g. AgOTf, DDQ, CAN). The resulting substituted anisoles are isolated with yields ranging from 55-95%.

Generality and Mechanism of Homobenzylic-Homoallylic Hydrogenolysis of 5-Aryl-4,5-dihydro-1,3-dioxepins

Birch reduction of several 5-aryl-4,5-dihydro-1,3-dioxepins gave rise to 3-arylbutanal in moderate to good yields by hydrogenolytic cleavage of the homobenzylic-homoallylic carbon-oxygen bond when the benzylic-allylic carbon is tertiary.However, the reaction did not take place when the benzylic-allylic carbon is quaternary.Moreover, the reaction was found to proceed with complete racemization at the benylic-allylic center indicating a concurrent elimination-reduction pathway to be involved.