78103-77-2

Upstream product

• 101-41-7 benzeneacetic acid methyl ester 
• 3756-30-7 1-iodo-2-methyl-2-propene 
• 2700-22-3 Benzylidenemalononitrile 
• 67-56-1 methanol 
• 1458-98-6 2-methyl-3-bromo-1-propene 
• 4870-65-9 2-bromophenylacetic acid 
• 37167-62-7 bromo-phenyl-acetic acid methyl ester 
• 18292-38-1 2-methallyltrimethylsilane 

Downstream Products

• 20962-75-8 5-methyl-3-phenylhex-5-en-2-one 
• 62083-21-0 rac-2,4-dimethyl-2-phenylpent-4-enal 

Relevant academic research and scientific papers

Visible-Light Photoredox-Catalyzed α-Regioselective Conjugate Addition of Allyl Groups to Activated Alkenes

The α-regioselective conjugate addition of allyl groups to activated alkenes is a poorly explored area of research. Herein, we report an α-adduct and (E)-isomer selective conjugate addition of allylsilanes to activated alkenes by visible-light photoredox catalysis. The reaction involves allylic radicals that can be generated from allylsilanes through a photoinduced single-electron transfer mechanism. (Figure presented.).

Dynamic Kinetic Resolution of Aldehydes by Hydroacylation

We report a dynamic kinetic resolution (DKR) of chiral 4-pentenals by olefin hydroacylation. A primary amine racemizes the aldehyde substrate via enamine formation and hydrolysis. Then, a cationic rhodium catalyst promotes hydroacylation to generate α,γ-disubstituted cyclopentanones with high enantio- and diastereoselectivities.

Palladium-Catalyzed Alkene Carboalkoxylation Reactions of Phenols and Alcohols for the Synthesis of Carbocycles

Intermolecular alkene difunctionalization reactions between terminal alkenes bearing a pendant aryl or alkenyl triflate electrophile and exogenous alcohol or phenol nucleophiles are described. These transformations afford substituted indanyl or alkylidene

Development of an O-Vinylation-Ring-Closing Metathesis Strategy to Access 3,3′-3,4-Dihydropyrans

Dihydropyrans are common structural motifs that appear in both natural products and pharmaceuticals and are intermediates for the synthesis of tetrahydropyrans. Currently, no reports exist in the literature for the synthesis of 3,3′-differentially disubst

Isomerization of olefins triggered by rhodium-catalyzed C-H bond activation: Control of endocyclic β-hydrogen elimination

Five-membered metallacycles are typically reluctant to undergo endocyclic β-hydrogen elimination. The rhodium-catalyzed isomerization of 4-pentenals into 3-pentenals occurs through this elementary step and cleavage of two C-H bonds, as supported by deuterium-labeling studies. The reaction proceeds without decarbonylation, leads to trans olefins exclusively, and tolerates other olefins normally prone to isomerization. Endocyclic β-hydrogen elimination can also be controlled in an enantiodivergent reaction on a racemic mixture.

Carbon-carbon bond-forming reactions of α-carbonyl carbocations: Exploration of a reversed-polarity equivalent of enolate chemistry

Carbon-carbon bond-forming reactions of putative α-carbonyl carbocation intermediates generated by Lewis acid- or silver-promoted ionizations of toluenesulfonate or halide leaving groups are described. This under-exploited mode of reactivity represents an 'umpolung' of conventional enolate chemistry, and enables C-C bond construction in both intra- and intermolecular contexts. Attempts to develop diastereoselective variants of this process using chiral ester and oxazolidinone-based auxiliaries are discussed.

Odorant and/or flavorant substances

This invention discloses novel odorant and/or flavoring compositions containing a substituted tetralin or indan of the general formula STR1 wherein R' represents --CN, --COOH2 R6 or --COOCH2 R8 ; R2 through R8 represents hydrogen or methyl and n represents 1 or 2. The invention is also concerned with those novel tetralins and indans disclosed herein.