138971-39-8

Upstream product

• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 34164-50-6 4-penten-1-ylmagnesium bromide 
• 1119-51-3 bromopentene 
• 67-56-1 methanol 
• 138971-30-9 Phosphoric acid diethyl ester 1-(4-trifluoromethyl-phenyl)-hex-5-enyl ester 

Downstream Products

• 1346850-63-2 (E)-7-hydroxy-7-(4-(trifluoromethyl)phenyl)hept-2-enal 
• 1346851-31-7 (2R,3S)-4-nitro-3-phenyl-2-((2S,6R)-6-(4-(trifluoromethyl)phenyl)tetrahydro-2H-pyran-2-yl)butan-1-ol 

Relevant academic research and scientific papers

Asymmetric cycloetherification via the kinetic resolution of alcohols using chiral phosphoric acid catalysts

In this study, novel asymmetric cycloetherification via the kinetic resolution of secondary or tertiary alcohols using chiral phosphoric acid catalysts was developed, affording tetrahydropyrans (THPs) with two stereogenic centers. The cyclization of the recovered optically active alcohols afforded other stereoisomers of THPs. These protocols offer efficient synthetic routes to various optically active THP derivatives, which are important structures found in a range of biologically active agents.

Nickel-Catalyzed Umpolung Arylation of Ambiphilic α-Bromoalkyl Boronic Esters

A nickel-catalyzed reductive arylation of ambiphilic α-bromoalkyl boronic esters with aryl halides is described. This platform provides an unrecognized opportunity to promote the catalytic umpolung reactivity of ambiphilic reagents with aryl halides, thus unlocking a new cross-coupling strategy that complements existing methods for the preparation of densely functionalized alkyl-substituted organometallic reagents from simple and readily accessible precursors.

Asymmetric Cycloetherification by Bifunctional Organocatalyst

Attempts to obtain enantiomerically enriched tetrahydrofuran derivatives via an intramolecular oxy -Michael addition reaction of ?-hydroxyenone is discussed. Despite previous difficulties associated with the asymmetric induction of this reaction, which can proceed even without a catalyst, a highly efficient asymmetric induction was realized using a bifunctional organocatalyst derived from a cinchona alkaloid. The reaction could be extended to ζ-hydroxyenone to yield an optically active tetrahydropyran derivative with a high ee. In these reactions, it is important for the gentle acidic and basic sites in the bifunctional organocatalyst to be arranged properly within the molecular skeleton of the catalyst. The high performance asymmetric induction relied on the affinity of the catalyst for the substrate, which played an important role. A disubstituted tetrahydropyran synthesis could be effectively performed via kinetic resolution using ζ-hydroxyenone containing a secondary alcohol moiety using a chiral phosphoric acid catalyst.

Novel Bicyclic Pyridinones

Compounds and pharmaceutically acceptable salts of the compounds are disclosed, wherein the compounds have the structure of Formula I as defined in the specification. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed.

Mechanistic pathways in phosphate ester photochemistry

Initial bond breaking processes (homolysis vs heterolysis) of phosphate ester photosolvolysis were probed by chemically trapping the reactive intermediates with a tethered 5-hexenyl group. The resulting mechanistic picture is a blend of homolytic and heterolytic pathways, where the heterolytic cleavage is dominant.